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  • 1551.
    Verho, Oscar
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Åkermark, Torbjörn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Johnston, Eric V.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Gustafson, Karl P. J.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Tai, Cheuk-Wai
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Svengren, Henrik
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Kärkäs, Markus D.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Well-Defined Palladium Nanoparticles Supported on Siliceous Mesocellular Foam as Heterogeneous Catalysts for the Oxidation of Water2015In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 21, no 15, p. 5909-5915Article in journal (Refereed)
    Abstract [en]

    Herein, we describe the use of Pd nanoparticles immobilized on an amino-functionalized siliceous mesocellular foam for the catalytic oxidation of H2O. The Pd nanocatalyst proved to be capable of mediating the four-electron oxidation of H2O to O-2, both chemically and photochemically. The Pd nanocatalyst is easy to prepare and shows high chemical stability, low leaching, and recyclability. Together with its promising catalytic activity, these features make the Pd nanocatalyst of potential interest for future sustainable solar-fuel production.

  • 1552.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dziedzic, Pawel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Aza-Morita-Baylis-Hillman-type reactions: highly enantioselective organocatalytic addition of unmodified alpha-beta-unsaturated aldehydes to N-Boc protected imines2007In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 48, no 39, p. 6900-6904Article in journal (Refereed)
    Abstract [en]

    Highly enantioselective catalytic routes to Boc protected aza-Morita-Baylis-Hiliman-type products are presented. The organocatalytic asymmetric reactions between unmodified alpha,beta-unsaturated aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivity to give the corresponding compounds in good yields with 97-99% ee

  • 1553.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Xu, Yongmei
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Enantioselective organocatalytic conjugate addition of amines to alpha-beta-unsaturated aldehydes: one-pot asymmetric synthesis of beta-amino acids and 1,3-diamines2007In: Tetrahedron Letters, Vol. 48, p. 2193-2198Article in journal (Refereed)
  • 1554. Vesely, Jan
    et al.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Guiling
    Rios, Ramon
    Cordova, Armando
    Organocatalytic Enantioselective Aziridination of α,β-Unsaturated Aldehydes2007In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 46, p. 778-Article in journal (Refereed)
  • 1555.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective aziridination of alpha,beta-unsaturated aldehydes2007In: Abstracts of Papers, 234th ACS National Meeting, Boston, MA, United States, August 19-23, 2007, 2007Conference paper (Other academic)
  • 1556.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic enantioselective aziridination of alpha,beta-unsaturated aldehydes2007In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 46, p. 778-781Article in journal (Refereed)
  • 1557.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramon
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of beta-amino acids2007In: Tetrahedron Letters, Vol. 48, p. 421-425Article in journal (Refereed)
  • 1558.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Proline and Lewis base co-catalyzed addition of alpha,beta-unsaturated aldehydes to nitrostyrenes2008In: Tetrahedron Letters, ISSN 0040-4039, Vol. 49, no 7, p. 1137-1140Article in journal (Refereed)
  • 1559.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rios, Ramón
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ibrahem, Ismail
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Department of Physical, Inorganic and Structural Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    One-pot catalytic asymmetric cascade synthesis of cycloheptane derivatives2008In: Chemistry: a European journal, ISSN 0947-6539, Vol. 14, no 9, p. 2693-2698Article in journal (Refereed)
  • 1560.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rydner, Lina
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Oscarson, Stefan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Variant synthetic pathway to glucuronic acid-containing di- and trisaccharide thioglycoside building blocks for continued synthesis of Cryptococcus neoformans capsular polysaccharide structures2008In: Carbohydrate Research, ISSN 0008-6215, E-ISSN 1873-426X, Vol. 343, no 12, p. 2200-2208Article in journal (Refereed)
    Abstract [en]

    An alternative pathway to glucuronic acid-containing di- and trisaccharide thioglycoside building blocks, suitable for the synthesis of Cryptococcus neoformans capsular polysaccharide structures, has been developed. As opposed to our earlier synthesis, this approach features the introduction of the glucuronic acid motif at the di- and trisaccharide level through oxidation of a glucose residue. This approach circumvents problems encountered in glycosylations with glucuronic acid donors and benzylation of glucuronic acid-containing derivatives. Selective protection of primary alcohols was obtained at the di- and trisaccharide stage using TBDMS or trityl protecting groups, respectively. After benzylation of the secondary hydroxyl groups and subsequent removal of the TBDMS or trityl group, oxidation of the free primary alcohols to carboxylic acids was performed in high yield using the TEMPO–BAIB reagent mixture, which does not tend to oxidize thioglycosides. The new approach requires a number of extra steps, but has proven to be more reliable and easily reproducible.

  • 1561.
    Vesely, Jan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zhao, Gui-Ling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bartoszewicz, Agnieszka
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Córdova, Armando
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Organocatalytic asymmetric nitrocyclopropanation of alpha,beta-unsaturated aldehydes2008In: Tetrahedron Letters, ISSN 0040-4039, Vol. 49, no 27, p. 4209-4212Article in journal (Refereed)
  • 1562.
    Vico Solano, Marta
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    González Miera, Greco
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pascanu, Vlad
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Inge, A. Ken
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Martín‐Matute, Belén
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Versatile Heterogeneous Palladium Catalysts for Diverse Carbonylation Reactions under Atmospheric Carbon Monoxide Pressure2018In: ChemCatChem, ISSN 1867-3880, E-ISSN 1867-3899, Vol. 10, no 5, p. 1089-1095Article in journal (Refereed)
    Abstract [en]

    Herein, we report a versatile carbonylation protocol using heterogeneous Pd-0 nanoparticles supported on the metal-organic frameworks (MOFs) MIL-88B-NH2 (Fe/Cr). The synthesis of a vast array of carbonyls, which includes amides, esters, carboxylic acids, and -ketoamides, was achieved through mono- and dicarbonylation reactions. The selectivity could be controlled simply by tuning the reaction conditions. Superior activity and selectivity were recorded in some cases compared to that achieved with commercial Pd/C. However, the utility of an elaborate catalyst support is questionable and important reactivity and recyclability issues are discussed.

  • 1563. Vilchez, Samuel
    et al.
    Lundborg, Magnus
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Urbina, Felipe
    Weintraub, Andrej
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Structural studies of the O-antigenic polysaccharides from the enteroaggregative Escherichia coli strain 94/D4 and the international type strain Escherichia coli O822009In: Carbohydrate Research, ISSN 0008-6215, E-ISSN 1873-426X, Vol. 344, no 18, p. 2528-2532Article in journal (Refereed)
    Abstract [en]

    The structure of the O-antigen polysaccharides (PS) from the enteroaggregative Escherichia coli strain 94/D4 and the international type strain E. coli O82 have been determined. Component analysis and 1H, 13C, and 31P NMR spectroscopy experiments were employed to elucidate the structure. Inter-residue correlations were determined by 1H, 13C-heteronuclear multiple-bond correlation, and 1H, 1H-NOESY experiments. d-GroA as a substituent is linked via its O-2 in a phosphodiester-linkage to O-6 of the α-d-Glcp residue. The PS is composed of tetrasaccharide repeating units with the following structure:

    →4)-α-d-Glcp6-(P-2-d-GroA)-(1→4)-β-d-Galp-(1→4)-β-d-Glcp-(1→3)-β-d-GlcpNAc-(1→

    Cross-peaks of low intensity from an α-d-Glcp residue were present in the NMR spectra and spectral analysis indicates that they originate from the terminal residue of the polysaccharide. Consequently, the biological repeating unit has a 3-substituted N-acetyl-d-glucosamine residue at its reducing end. Enzyme immunoassay using specific anti-E. coli O82 rabbit sera showed identical reactivity to the LPS of the two strains, in agreement with the structural analysis of their O-antigen polysaccharides.

  • 1564.
    Vilhjálmsdóttir, Jóhanna
    et al.
    Stockholm University, Faculty of Science, Department of Biochemistry and Biophysics.
    Albertsson, Ingrid
    Stockholm University, Faculty of Science, Department of Biochemistry and Biophysics.
    Blomberg, Margareta R. A.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ädelroth, Pia
    Stockholm University, Faculty of Science, Department of Biochemistry and Biophysics.
    Brzezinski, Peter
    Stockholm University, Faculty of Science, Department of Biochemistry and Biophysics.
    Proton transfer in uncoupled variants of cytochrome c oxidaseManuscript (preprint) (Other academic)
  • 1565.
    Villo, Piret
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry. University of Tartu, Estonia.
    Kervefors, Gabriella
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Olofsson, Berit
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Inside front cover2018Other (Other academic)
  • 1566.
    Villo, Piret
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry. University of Tartu, Estonia.
    Kervefors, Gabriella
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Olofsson, Berit
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides2018In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 54, no 64, p. 8810-8813Article in journal (Refereed)
    Abstract [en]

    Reactions of secondary thioamides with diaryliodonium salts under basic, transition metal-free conditions resulted in chemoselective S-arylation to provide aryl thioimidates in good to excellent yields. Equimolar amounts of thioamide, base and diaryliodonium salt were sufficient to obtain a diverse selection of products within short reaction times. Reactions with thiolactams delivered N-arylated thioamides in good yield at room temperature.

  • 1567.
    Volkov, Alexey
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Catalytic Amide Reductions under Hydrosilylation Conditions2016Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis covers the development of catalytic methodologies for the mild and chemoselective reductions of amides. The first part of the thesis describes the use of a Fe(II)/NHC catalyst for the deoxygenation of aromatic tertiary amides to corresponding amines. The protocol is characterized by low catalyst loading, mild reaction conditions and the use of air and moisture stable polymethylhydrosilaxane (PMHS) as the hydride source.

    The second part concerns the development of a protocol for the room temperature deoxygenation of a wide range of tertiary amides to amines using catalytic amounts of Et2Zn and LiCl together with PMHS. The system displayed high levels of chemoselectivity tolerating various reducible groups such as nitro, nitrile, and olefin functionalities, and was shown to be applicable for the reduction of aromatic, heteroaromatic and aliphatic tertiary amides.

    The attempts to expand the scope of the Fe-based protocol to accommodate benzylic tertiary amides led to the development of a transition metal-free catalytic system based on KOtBu for the formation of enamines. The final products constitute an important class of precursors for a wide range of valuable compounds in organic chemistry. Moreover, avoiding the use of transition metals in the protocol allowed the desired products to be obtained without the hazardous metal contaminants.

    The last chapter of the thesis describes the Mo(CO)6-catalyzed hydrosilylation of amides. The Mo-based catalyst was proven to mediate the deoxygenation of α,β-unsaturated tertiary and secondary amides to the corresponding allylamines without reduction of the olefinic bonds. Further development of the catalytic system revealed an unprecedented chemoselectivity in the hydrosilylation of aromatic and certain aliphatic tertiary amides in the presence of a variety of reducible groups along with aldehydes and imines that were tolerated for the first time. Moreover, it was possible to control the reaction outcome by variation of the reaction temperature to obtain either amines or aldehydes as the major products. The synthetic utility of the developed Mo(CO)6-catalyzed protocols was further demonstrated in the synthesis of the pharmaceuticals Naftifine and Donepezil.

  • 1568.
    Volkov, Alexey
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Catalytic Hydrosilylation of Amides2013Licentiate thesis, comprehensive summary (Other academic)
    Abstract [en]

    In this thesis, different protocols and approaches are described for thehydrosilylation of tertiary amides to amines or enamines. The development of simple andeffective methods for the production of amines from amides is of great importance to bothacademic and industrial users, since the final product represents a valuable building blockfor fine and bulk chemicals. Furthermore, enamines constitute important starting materialsto a variety of functionalized and complex organic compounds.

    The first part of the thesis focuses on the development and investigation of acatalytic protocol for the reduction of amides to amines using an inexpensive and efficientiron catalyst together with cost-effective, stable, and non-toxic PMHS(poly(methylhydrosiloxane)) as the hydride source. The active catalytic species was formedin situ by combining Fe(OAc)2 as the iron source and easily synthesized imidazolium salts.

    The second part deals with a novel transition metal–free catalytic hydrosilylationmethodology for the transformation of amides to the corresponding amines or enamines. Itwas found that nucleophilic activation of the trialkoxysilanes by potassium tert-butoxidefacilitates the reduction of benzylic amides to enamines; aliphatic and benzamides toamines. Furthermore, a simple way to tune the selectivity of the reduction of aliphaticamides was found.

  • 1569.
    Volkov, Alexey
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Buitrago, Elina
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Direct Hydrosilylation of Tertiary Amides to Amines by an In Situ Formed Iron/N-Heterocyclic Carbene Catalyst2013In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 11, p. 2066-2070Article in journal (Refereed)
    Abstract [en]

    Tertiary amides were efficiently reduced to their corresponding tertiary amines in high isolated yields by using the commercially available and inexpensive polymeric silane polymethylhydrosiloxane (PMHS) as the reducing agent. The reaction is efficiently catalyzed by an in situ generated iron/N-heterocyclic carbene complex (1 mol-%) obtained from iron(II) acetate and 1-(2-hydroxy-2-phenylethyl)-3-methylimidazolium triflate ([PhHEMIM][OTF]). A catalytic amount of lithium chloride (1 mol-%) present in the reaction mixture significantly reduced the reaction time and increased the chemoselectivity of the reduction process.

  • 1570.
    Volkov, Alexey
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Gustafson, Karl P. J.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Tai, Cheuk-Wai
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Verho, Oscar
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Mild Deoxygenation of Aromatic Ketones and Aldehydes over Pd/C Using Polymethylhydrosiloxane as the Reducing Agent2015In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 54, no 17, p. 5122-5126Article in journal (Refereed)
    Abstract [en]

    Herein, a practical and mild method for the deoxygenation of a wide range of benzylic aldehydes and ketones is described, which utilizes heterogeneous Pd/C as the catalyst together with the green hydride source, polymethylhydrosiloxane. The developed catalytic protocol is scalable and robust, as exemplified by the deoxygenation of ethyl vanillin, which was performed on a 30 mmol scale in an open-to-air setup using only 0.085 mol% Pd/C catalyst to furnish the corresponding deoxygenated product in 93% yield within 3 hours at room temperature. Furthermore, the Pd/C catalyst was shown to be recyclable up to 6 times without any observable decrease in efficiency and it exhibited low metal leaching under the reaction conditions.

  • 1571.
    Volkov, Alexey
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Tinnis, Fredrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Catalytic Reductive Dehydration of Tertiary Amides to Enamines under Hydrosilylation Conditions2014In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, no 3, p. 680-683Article in journal (Refereed)
    Abstract [en]

    Tertiary amides are efficiently reduced to their corresponding enamines under hydrosilylation conditions, using a transition-metal-free catalytic protocol based on t-BuOK (5 mol %) and (MeO)(3)SiH or (EtO)(3)SiH as the reducing agent. The enamines were formed with high selectivity in good-to-excellent yields.

  • 1572.
    Volkov, Alexey
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Tinnis, Fredrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Slagbrand, Tove
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pershagen, Ida
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Mo(CO)6 catalysed chemoselective hydrosilylation of alpha,beta-unsaturated amides for the formation of allylamines2014In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 50, no 93, p. 14508-14511Article in journal (Refereed)
    Abstract [en]

    Molybdenum hexacarbonyl (Mo(CO)(6)) was used as an efficient catalyst for the chemoselective reduction of the amide functionality in alpha,beta-unsaturated compounds, under hydrosilylation conditions using 1,1,3,3-tetramethyldisiloxane (TMDS) as the hydride source.

  • 1573.
    Volkov, Alexey
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Tinnis, Fredrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Stagbrand, Tove
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Trillo, Paz
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    Chemoselective reduction of carboxamides2016In: Chemical Society Reviews, ISSN 0306-0012, E-ISSN 1460-4744, Vol. 45, no 24, p. 6685-6697Article, review/survey (Refereed)
    Abstract [en]

    The reduction of amides gives access to a wide variety of important compounds such as amines, imines, enamines, nitrites, aldehydes and alcohols. The chemoselective transformation into these functional groups is challenging due to the intrinsic stability of the amide bond; nevertheless, the ability to reduce highly stable carboxamides selectively in the presence of sensitive functional groups is of high synthetic value for academic and industrial chemists. Hydride-based reagents such as LiAlH4 or diboranes are today the most commonly used compounds for amide reductions, and apart from the substantial amount of waste generated using these methods, they lack tolerance to most other functional groups. This tutorial review provides an overview of the recent progress made in the development of chemoselective protocols for amide reduction and gives an insight to their advantages and drawbacks.

  • 1574.
    Volla, Chandra M. R.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palladium-Catalyzed Aerobic Domino Oxidative Carbocyclization-Alkynylation of Allenynes2013In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 52, no 52, p. 14209-14213Article in journal (Refereed)
  • 1575.
    Volla, Chandra M. R.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palladium-Catalyzed Oxidative Domino Carbocyclization-Arylation of Bisallenes2016In: ACS Catalysis, ISSN 2155-5435, E-ISSN 2155-5435, Vol. 6, no 10, p. 6398-6402Article in journal (Refereed)
    Abstract [en]

    Herein we report a highly efficient and site selective palladium-catalyzed oxidative carbocyclization arylation reaction of bisallenes and arylboronic acids under operationally simple conditions for the selective synthesis of cyclohexadiene derivatives. The palladium source and the solvent proved to be crucial for the selectivity and the reactivity displayed. Interestingly, in the absence of the nucleophile, an oxidative carbocyclization-beta-elimination pathway predominates. The reaction conditions are compatible with a wide range of functional groups, and the reaction exhibits broad substrate scope. Furthermore, key information regarding the mechanism was obtained using control experiments and kinetic studies.

  • 1576.
    Volla, Chandra M. R.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-Erling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palladium-Catalyzed Oxidative Domino Carbocyclization- Carbonylation-Alkynylation of Enallenes2014In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 16, no 16, p. 4174-4177Article in journal (Refereed)
    Abstract [en]

    An oxidative carbocyclization-carbonylation-alkynylation reaction cascade has been developed using catalytic amounts of palladium(II) salts. The domino reaction proceeds efficiently, giving the corresponding ynones in good to excellent yields under operationally simple conditions. A wide range of aromatic and aliphatic terminal alkynes with various functional groups are tolerated under the reaction conditions.

  • 1577.
    Volla, Chandra M. R.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Mazuela, Javier
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-Erling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palladium-Catalyzed Oxidative Carbocyclization-Carbonylation of Allenynes and Enallenes2014In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 20, no 25, p. 7608-7612Article in journal (Refereed)
    Abstract [en]

    A highly efficient oxidative carbocyclization-carbonylation reaction cascade of allenynes and enallenes has been developed using a Pd-II salt in low catalytic amounts under ambient temperature and pressure (1 atm of carbon monoxide). The use of DMSO as an additive was found to be important for an efficient reaction. A wide range of alcohols as trapping reagents were used to give the corresponding esters in good yields.

  • 1578. von der Lieth, Claus-Wilhelm
    et al.
    Ardà Freire, Ana
    Blank, Dennis
    Campbell, Matthew P.
    Ceroni, Alessio
    Damerell, David R.
    Dell, Anne
    Dwek, Raymond A.
    Ernst, Beat
    Fogh, Rasmus
    Frank, Martin
    Geyer, Hildegard
    Geyer, Rudolf
    Harrison, Mathew J.
    Henrick, Kim
    Herget, Stefan
    Hull, William E.
    Ionides, John
    Joshi, Hiren J.
    Kamerling, Johannis P.
    Leeflang, Bas R.
    Lütteke, Thomas
    Lundborg, Magnus
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Maass, Kai
    Merry, Anthony
    Ranzinger, René
    Rosen, Jimmy
    Royle, Louise
    Rudd, Pauline M.
    Schloissnig, Siegfried
    Stenutz, Roland
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Vranken, Wim F.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Haslam, Stuart M.
    EUROCarbDB: an open-access platform for glycoinformatics2011In: Glycobiology, ISSN 0959-6658, E-ISSN 1460-2423, Vol. 21, no 4, p. 493-502Article in journal (Refereed)
    Abstract [en]

    The EUROCarbDB project is a design study for a technical framework, which provides sophisticated, freely accessible, open-source informatics tools and databases to support glycobiology and glycomic research. EUROCarbDB is a relational database containing glycan structures, their biological context and, when available, primary and interpreted analytical data from high-performance liquid chromatography, mass spectrometry and nuclear magnetic resonance experiments. Database content can be accessed via a web-based user interface. The database is complemented by a suite of glycoinformatics tools, specifically designed to assist the elucidation and submission of glycan structure and experimental data when used in conjunction with contemporary carbohydrate research workflows. All software tools and source code are licensed under the terms of the Lesser General Public License, and publicly contributed structures and data are freely accessible. The public test version of the web interface to the EUROCarbDB can be found at http://www.ebi.ac.uk/eurocarb.

  • 1579. von Langermann, Jan
    et al.
    Kaspereit, Malte
    Shakeri, Mozaffar
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lorenz, Heike
    Hedberg, Martin
    Jones, Matthew J.
    Larson, Kerstin
    Herschend, Bjorn
    Arnell, Robert
    Temmel, Erik
    Bäckvall, Jan-Erling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kienle, Achim
    Seidel-Morgenstern, Andreas
    Design of an Integrated Process of Chromatography, Crystallization and Racemization for the Resolution of 2 ',6 '-Pipecoloxylidide (PPX)2012In: Organic Process Research & Development, ISSN 1083-6160, E-ISSN 1520-586X, Vol. 16, no 2, p. 343-352Article in journal (Refereed)
    Abstract [en]

    An integrated process for the chiral separation of the industrially relevant substance 2',6'-pipecoloxylidide (PPX), an intermediate in the manufacture of a number of anesthetics, was developed. By combining three different techniques, chromatography, crystallization, and racemization, high productivity was achieved. All unit operations were executed using a common solvent system, full recycling, and a minimum of solvent exchanges or removals. The target molecule was obtained with an enantiopurity of >99.5 wt %.

  • 1580.
    Västilä, Patrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Development of highly modular ligands for use in asymmetric transition-metal catalyzed reactions2005Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    The synthesis and evaluation of ligands for use in asymmetric transition metal catalyzed reactions is a widely used concept to achieve improved enantioselectivity in a variety of different transformations. The present thesis decribes the synthesis of a number of different oxazoline-based ligands and their use in titanum-catalyzed addition of diethyl zinc to aliphatic and aromatic aldehydes. Interestingly, the presence of catalytic amounts of titanium in our system was sufficient to achieve effective catalysis in contrast to what has been previously reported concerning titanium-catalyzed addition of diethyl zinc to aldehydes.

    The synthesis and evaluation of a library of novel dipeptide-like ligands are described and these ligands were employed in connection with ruthenium-catalyzed transfer hydrogenation of aromatic ketones. Excellent enantioselectivities and yields were obtained.

    Furthermore, the novel concept of forming the ligand and catalyst in situ in a one-pot system was explored. In addition to significant simplification, this approach resulted in improvements in both enantioselectivity (minor) and reaction rate (2-3 fold) compared to previously studied procedures.

    The surprizing influence of alkali salts on ruthenium-catalyzed transfer hydrogenation involving these dipeptide-like ligands are described and discussed. In the presence of these additives the ruthenium-catalyzed transfer hydrogenation performed with higher enantioselecitvity and reactivity.

    Finally, mechanistic studies concerning ruthenium-catalyzed transfer hydrogenation involving the dipeptide-like ligands are also described and discussed.

  • 1581.
    Västilä, Patrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pastor, Isidro
    Adolfsson, Hans
    2-(Aminomethyl)-oxazolines: Highly modular scaffold for the preparation of novel asymmetric ligands2005In: Journal of Organic Chemistry, Vol. 70, no 8, p. 2921-2929Article in journal (Refereed)
  • 1582. Västilä, Patrik
    et al.
    Wettergren, Jenny
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Adolfsson, Hans
    In situ formation of ligand and catalyst- application in ruthenium-catalyzed enantioselective reduction of ketones2005In: Chemical communications, ISSN 1359-7345, no 32, p. 4039-4041Article in journal (Refereed)
  • 1583.
    Västilä, Patrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Wettergren, Jenny
    Adolfsson, Hans
    Ruthenium-catalyzed enantioselective reduction of ketones - in situ formation of ligand and catalystManuscript (Other academic)
  • 1584.
    Västilä, Patrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zaitsev, Alexey
    Wettergren, Jenny
    Adolfsson, Hans
    The importance of alkali cations in the ruthenium-catalyzed enantioselective transfer-hydrogenation of ketones - novel mechanistic implicationsManuscript (Other academic)
  • 1585. Västilä, Patrik
    et al.
    Zaitsev, Alexey
    Wettergren, Jenny
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Privalov, Timofei
    Adolfsson, Hans
    The Importance of Alkali Cations in the [{RuCl2(p-cymene)}2]-Pseudo-dipeptide-Catalyzed Enantioselective Transfer Hydrogenation of Ketones2006In: Chemistry - A European Journal, ISSN 0947-6539, Vol. 12, no 12, p. 3218-3225Article in journal (Refereed)
  • 1586.
    Wallin, Richard
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kalek, Marcin
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bartoszewicz, Agnieszka
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Thelin, Mats
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Stawinski, Jacek
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    On the sulfurization of H-phosphonate diesters and phosphite triesters using elemental sulfur2009In: Phosphorus Sulfur and Silicon and the Related Elements, ISSN 1042-6507, E-ISSN 1563-5325, Vol. 184, no 4, p. 908-916Article in journal (Refereed)
  • 1587.
    Wallner, Olov
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Palladium-Catalyzed Synthesis and Transformations of Organometallic Compounds2006Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    This thesis is focused on two important fields of palladium catalysis: the development of electrophilic allylic substitution reactions via bis-allylpalladium intermediates; and application of palladium pincer-complexes in the synthesis and transformations of organometallic compounds.

    Palladium-catalyzed electrophilic allylation of aldehyde and imine substrates could be achieved using readily available allyl chlorides and acetates by employing hexamethylditin or bis(pinacolato)diboron reagents. The reaction proceeds under mild and neutral reaction conditions with high regioselectivity, providing the branched homoallylic products. The stereoselectivity of the reaction depends on the steric and electronic effects of the allylic substituents of the substrates. DFT modeling of the electrophilic attack on the bis-allylpalladium intermediate of the reaction revealed the origin of the regio- and stereoselectivity of the reaction.

    Palladium pincer-complexes were employed as catalysts in a variety of reactions such as stannylation, selenylation, allylation, and cross coupling reactions with various electrophiles. Allylic stannylation in the presence of hexamethylditin was achieved by use of an NCN palladium pincer-complex catalyst. In contrast to the reactions catalyzed by traditional palladium catalysts, isolation of functionalized allyl stannanes was possible due to the special features of the pincer-complex catalyst. Extension of the scope of the palladium pincer-complex catalyzed electrophilic allylation reactions was achieved by using potassium trifluoro(allyl)borate instead of allyl stannanes. In addition, asymmetric electrophilic allylation of sulfonimines was achieved by employment of novel BINOL-based palladium pincer-complexes. The enantioselectivity of the pincer-complex catalyst was fine-tuned by employment of substituted analogs of BINOL.

  • 1588.
    Wallner, Olov A.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Potassium Trifluoro-2-propenylborate2007In: Encyclopedia of Reagents for Organic Synthesis, Wiley , 2007Chapter in book (Refereed)
  • 1589.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Olsson, Vilhelm J
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, L.
    Szabó, Kálmán J
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of New Chiral Pincer-Complex Catalysts for Asymmetric Allylation of Sulfonimines2006In: Inorganica Chimica Acta, ISSN 0020-1693, E-ISSN 1873-3255, Vol. 359, no 6, p. 1767-1772Article in journal (Refereed)
    Abstract [en]

    Four new chiral pincer-complexes were prepared based on coupling of BINOL and TADDOL moieties with iodoresorcinol followed by oxidative addition of palladium(0). The X-ray analysis of complex 5a revealed that the BINOL rings form a well-defined chiral pocket around the palladium atom. This chiral environment can be further modified by γ-substitution of the BINOL rings. Preliminary studies for electrophilic allylation of sulfonimine 2 with allylstannane revealed that the presented chiral complexes are promising asymmetric catalysts for preparation of chiral homoallyl amines. The best result was achieved employing catalytic amounts of γ-Me BINOL complex 6 affording homoallyl amine 4 with 59% ee and 74% isolated yield.

  • 1590.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J
    Employment of Palladium Pincer-Complexes in Phenylselenylation of Organohalides2005In: Journal of Organic Chemistry, ISSN 0022-3263, Vol. 70, no 23, p. 9215-9221Article in journal (Refereed)
  • 1591.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J
    Origin of the Regio- and Stereoselectivity in Palladium-Catalyzed Electrophilic Substitution via Bis-allylpalladium Complexes2003In: Chemistry : a European journal, ISSN 0947-6539, Vol. 9, no 17, p. 4025-4030Article in journal (Refereed)
  • 1592.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J
    Palladium Pincer Complex-Catalyzed Allylic Stannylation with Hexaalkylditin Reagents2004In: Organic Letters, ISSN 1523-7060, Vol. 6, no 11, p. 1829-1831Article in journal (Refereed)
  • 1593.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J
    Palladium-Catalyzed Electrophilic Allylic Substitution of Allyl Chlorides and Acetates via Bis-allylpalladium Intermediates2003In: Journal of Organic Chemistry, ISSN 0022-3263, Vol. 68, no 7, p. 2934-2943Article in journal (Refereed)
  • 1594.
    Wallner, Olov
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J
    Regioselective Palladium-Catalyzed Electrophilic Allylic Substitution in the Presence of Hexamethylditin2002In: Organic letters, ISSN 1523-7060, Vol. 4, no 9, p. 1563-1566Article in journal (Refereed)
  • 1595.
    Wang, Dong
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    New Reactions with Allyl- and Allenylboron Reagents: Transition-Metal-Catalyzed and Transition-Metal-Free Carbon-Carbon Bond Formation Processes2018Doctoral thesis, comprehensive summary (Other academic)
    Abstract [en]

    Organoboron compounds have been widely used in carbon-carbon bond formation reactions in organic synthesis and catalysis. This thesis is focused on cross-coupling reactions of allyl-, allenylboronic acids and their ester derivatives via transition metal catalysis or transition-metal-free processes.

    The first part of the thesis describes Cu-catalyzed C(sp3)-C(sp3) formation reactions involving allylboronic acids and α-diazoketones. This coupling process shows high γ-regioselectivity, resulting in branched allylic products. When stereodefined cyclic allylboronic acids were employed as the substrate, the relative facial configuration was retained in the reaction product.

    The second part involves Pd-catalyzed cross-coupling of allylboronic acid and α-diazoketones. The reaction proceeds with high α-regioselectivity, affording linear allylic products. Accordingly, the palladium- and copper-catalyzed cross-coupling of allylboronic acid and α-diazoketones occurs with opposite regioselectivity.

    The third part concerns a new transition-metal-free carbon-carbon bond formation between allenylboronic acids and in situ generated diazo compounds. The diazo compounds are generated from tosylhydrazones in the presence of base. The reaction is suitable for synthesis of densely substituted conjugated dienes with high Z-selectivity.

    In the final part, the allylation of quinones with allylboronates is presented. The reaction was performed without any catalyst or additive. Various quinones can be employed as substrates, including unsubstituted, monosubstituted benzoquinones and naphthoquinones.

  • 1596.
    Wang, Dong
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    de Wit, Martin J. M.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of Densely Substituted Conjugated Dienes by Transition-Metal-Free Reductive Coupling of Allenylboronic Acids and Tosylhydrazones2018In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 83, no 15, p. 8786-8792Article in journal (Refereed)
    Abstract [en]

    Tosylhydrazones and allenylboronic acids underwent a transition-metal-free reductive coupling reaction. This process is suitable for synthesis of tetra- and pentasubstituted conjugated dienes. The corresponding allenyl-Bpin substrate showed a very poor reactivity. The reaction is suggested to involve coupling of the in situ formed diazo compound and allenylboronic acid. The intermediate formed in this coupling undergoes allenyl migration followed by protodeboronation to furnish a conjugated diene as major product.

  • 1597.
    Wang, Dong
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Szabó, Kálmán J.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with alpha-Diazoketones2017In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, no 7, p. 1622-1625Article in journal (Refereed)
    Abstract [en]

    In this study; we present the synthesis of new, Stereodefined allylboronic adds employed to investigate the stereochemistry of the Cu-catalyzed cross-coupling of allylboronic acids with alpha-diazoketones. According to our results, this reaction proceeds with retention of the relative configurtion of the allylberonic acid substrate. We suggest that the stereoinduction step involves a syn S(E)2'-type transrnetalation of the allylboronic acid substrate with a Cu-carbene species.

  • 1598. Wang, Lei
    et al.
    Duan, Lele
    Stewart, Beverly
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pu, Maoping
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Liu, Jianhui
    Privalov, Timofei
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sun, Licheng
    Toward Controlling Water Oxidation Catalysis: Tunable Activity of Ruthenium Complexes with Axial Imidazole/DMSO Ligands2012In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 134, no 45, p. 18868-18880Article in journal (Refereed)
    Abstract [en]

    Using the combinations of imidazole and dimethyl :sulfoxide (DMSO) as axial ligands and 2,2'-bipyridine-6,6'-dicarboxylate (bda) as the equatorial ligand, we have synthesized six novel ruthenium complexes with noticeably different activity as water oxidation catalysts (WOCs). In four C-s symmetric Ru-II(kappa(3)-bda)(DMSO)L-2 complexes L = imidazole (1), N-methylimidazole (2), 5-methylimidazole (3), and 5-bromo-N-methylimidazole (4). Additionally, in two C-2v symmetric Ru-II(kappa(4)-bda)L-2 complexes L = 5-nitroimidazole (5) and 5-bromo-N-methylimidazole (6), that is, fully equivalent axial imidazoles. A detailed characterization of all complexes and the mechanistic investigation of the catalytic water oxidation have been carried out with a number of experimental techniques, that is, kinetics, electrochemistry and high resolution mass spectrometry (HR-MS), and density functional theory (DFT) calculations. We have observed the in situ formation: of a Ru-II-complex with the accessible seventh coordination position. The measured catalytic activities and kinetics of complex 1-6 revealed details about an important structure activity relation: the connection between the nature of axial ligands in the combination and either the increase or decrease of the catalytic activity. In particular, an axial DMSO group substantially increases the turnover frequency of WOCs reported in article, with the ruthenium-complex having one axial 5-bromo-N-methylimidazole and one axial DMSO: (4), we have obtained a high initial turnover frequency of similar to 180 s(-1). DFT modeling Of the binuclear reaction pathway of the O-O bond formation in catalytic Water oxidation further corroborated the concept of the mechanistic significance of the axial ligands and rationalized the experimentally observed difference in the activity of complexes with imidazole/DMSO and imidazole/imidazole combinations of axial ligands.

  • 1599. Wang, Zhen
    et al.
    Jiang, Wenfeng
    Liu, Jianhui
    Jiang, Weina
    Wang, Yu
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sun, Licheng
    Pendant bases as proton transfer relays in diiron dithiolate complexes inspired by [Fe-Fe] hydrogenase active site2008In: Journal of Organometallic Chemistry, ISSN 0022-328X, Vol. 693, no 17, p. 2828-2834Article in journal (Refereed)
  • 1600. Wang, Zhen
    et al.
    Liu, Jian-Hui
    He, Cheng-Jiang
    Jiang, Shi
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sun, Li-Cheng
    Azadithiolates cofactor of the iron-only hydrogenase and its PR3-monosubstituted derivatives: Synthesis, structure, electrochemistry and protonation2007In: Journal of Organometallic Chemistry, ISSN 0022-328X, E-ISSN 1872-8561, Vol. 692, no 24, p. 5501-5507Article in journal (Refereed)
    Abstract [en]

    The core structure (mu-SCH2)(2)NH[Fe-2(CO)(6)](5) of Fe-only hydrogenases active site model has been synthesized by the condensation of iron carbonyl sulfides, formaldehyde and silyl protected amine. Its monosubstituted complexes (mu-SCH2)(2)NH[Fe-2(CO)(5)PR3] (R = Ph (6), Me (7)) were accordingly prepared. The coordination configurations of 5 and 6 were characterized by X-ray crystallography. Protonation of complex 7 to form the N-protonated product occurs in an acetonitrile solution upon addition of triflic acid. The redox properties of these model complexes were studied by cyclic voltammetry.

29303132333435 1551 - 1600 of 1747
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