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  • 1.
    Ahlsten, Nanna
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bermejo-Gómez, Antonio
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Martín-Matute, Belén
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of α-chlorinated ketones and aldehydes: Iridium-catalyzed tandem 1,3-H shift/chlorination of allylic alcoholsManuscript (preprint) (Other academic)
  • 2.
    Angles d'Ortoli, Thibault
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Mobarak, Hani
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ståhle, Jonas
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Hamark, Christoffer
    Fontana, Carolina
    Engström, Olof
    Apostolica, Patricia
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Complete 1H and 13C NMR chemical shift assignments of mono- to tetrasaccharides as basis for NMR chemical shift predictions of oligo- and polysaccharides using the computer program CASPERManuscript (preprint) (Other academic)
  • 3.
    Bartholomeyzik, Teresa
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Investigation of Selectivity in Palladium-Catalyzed Oxidative Arylating Carbocyclization of Allenynes.Manuscript (preprint) (Other academic)
  • 4.
    Bartholomeyzik, Teresa
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pendrill, Robert
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Jiang, Tuo
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-E.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Complex Kinetics in a Palladium(II)-Catalyzed Oxidative Carbocyclization: Untangling of Competing Pathways, Pre-Catalyst Activation, and Product MixturesManuscript (preprint) (Other academic)
  • 5.
    Bermejo-Gómez, Antonio
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ahlsten, Nanna
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Martín-Matute, Belén
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of 4,5-disubstituted 2-amino-1,3-thiazoles from α,β-unsaturated ketones: Preparation of 5-Benzyl-4-methyl-1,3-thiazol-2-amine hydrochlorideManuscript (preprint) (Other academic)
  • 6. Bogár, Krisztián
    et al.
    Krumlinde, Patrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäckvall, Jan-Erling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Hydrogenized Wilkinson´s Catalyst for Transfer Hydrogenation of Carbonyl CompoundsManuscript (preprint) (Other academic)
    Abstract [en]

    Combining the advantages of homogeneous and heterogeneous catalysis is possible by heterogenization of homogeneous transition metal complexes based on a grafting/anchoring technique. Wilkinson’s catalyst ((RhCl(PPh3)3) immobilized on common silica showed high activity and selectivity in transfer hydrogenation reactions of different carbonyl compounds in isopropanol. Reactions conducted at reflux in isopropanol afforded the corresponding carbinols in high yields in short reaction times. The heterogeneous feature of the catalyst allows easy recovery and efficient reuse in the same reaction up to 5 times without loss of catalytic activity.

  • 7.
    Bunrit, Anon
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Srifa, Pemikar
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dahlstrand, Christian
    Huang, Genping
    Biswas, Srijit
    Himo, Fahmi
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Watile, Rahul
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Samec, Joseph
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    H3PO2-Catalyzed Intramolecular Stereospecific Substitution of the Hydroxyl Group in Stereogenic Secondary Alcohols by N-, O-, and S-centered Nucleophiles to Generate HeterocyclesManuscript (preprint) (Other academic)
    Abstract [en]

    The direct intramolecular stereospecific substitution of the hydroxyl group in stereogenic secondary alcohols was successfully accomplished by phosphinic acid catalysis. The hydroxyl group was displaced by O-, S-, and N-centered nucleophiles to provide enantioenriched five- and six-membered heterocycles in good to excellent yields and high enantiospecificity with water as the only by product. Mechanistic studies using both experiments and calculations have been performed. Rate order determination shows first-order dependences in catalyst, internal nucleophile, and electrophile concentrations, however, independence on external nucleophile and electrophile. Furthermore, phosphinic acid does not promote SN1 reactivity. Computational studies support a bifunctional role of the phosphinic acid in which activations of both nucleofuge and nucleophile occur in a bridging SN2-type transition state. 

  • 8.
    Bunrit, Anon
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Watile, Rahul
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lagerspets, Emi
    Lanekoff, Ingela
    Biswas, Srijit
    Repo, Timo
    Samec, Joseph
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Iron (III)-Catalyzed Intramolecular Stereospecific Substitution of the OH Group in Stereogenic Secondary and Tertiary AlcoholsManuscript (preprint) (Other academic)
    Abstract [en]

    We herein report a Fe(OTf)3-catalyzed stereospecific substitution of the hydroxyl (OH) group in secondary and tertiary alcohols by N-, and O-centered nucleophiles to generate synthetically precious enantioenriched pyrrolidines, tetrahydrofuran, 1,2,3,4-tetra-hydroquinolines, and chromanes. The substitution of the OH group in benzylic, allylic, and aliphatic alcohols proceed with high yields and high degree of enantiospecificity to give saturated five- and six-membered heterocyclic products and water as the only by-product. Mechanistic studies revealed that the intramolecular substitution reaction proceeds through an SN2 reaction with secondary alcohols and an SN1 reaction, comprising a tight ion pair, with tertiary alcohols giving products with inversion of configuration at the stereogenic carbon in both cases. The iron interacts with both nucleofile and nucloefuge, where the latter leads to a controlled carbon−oxygen (C–O) bond cleavage. The procedure opens up new atom efficient technique for catalytic stereospecific reactions that allow easily accessible stereogenic secondary and tertiary alcohols to be considered as substrates in substitution reactions. 

  • 9. Cumpstey, Ian
    et al.
    Frigell, jens
    Pershagen, Elias
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Alonzi, D.S.
    Butters, T.D.
    N-linked neodisaccharides: Synthesis facilitated by the enhanced reactivity of allylic electrophiles, and glycosidase inhibitory activityManuscript (preprint) (Other academic)
    Abstract [en]

    Neodisaccharides consisting of two monosaccharides linked by a bridging nitrogen atom have been synthesised. Converting one of the monosaccharide coupling components into an unsaturated derivative enhances its electrophilicity at the allylic position, facilitating coupling reactions. Mitsunobu coupling between nosylamides and 2,3-unsaturated 4-alcohols gave the 4-amino pseudodisaccharides with inversion of configuration as single regio- and diastereoisomers. A palladium catalysed coupling between an amine and a 2,3-unsaturated 4-trichloroacetimidate gave a 2-amino pseudodisaccharide as the major product along with other minor products. Derivatisation of the C=C double bond in pseudodisaccharides allowed the formation of Man(N4–6)Glc and Man(N4–6)Man neodisaccharides. The inhibitory activity of some N-linked neodisaccharides against the enzyme α-Glucosidase II is reported.

  • 10.
    Cumpstey, Ian
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ramstadius, Clinton
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Borbas, Katalin Eszter
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Alonzi, Dominic
    Oxford University.
    Butters, Terry
    Oxford University.
    Coupling reactions of valienol C-1 electrophiles for valienamine pseudodisaccharide synthesis: synthesis and α-Glucosidase II inhibitory activity of pseudodisaccharides relevant to N-glycan biosynthesisManuscript (preprint) (Other academic)
  • 11.
    Daver, Henrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Algarra, Andrés G.
    Rebek, Jr., Julius
    Harvey, Jeremy N.
    Himo, Fahmi
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Toward Accurate Quantum Chemical Modeling of Water-Soluble Self-Assembled CapsulesManuscript (preprint) (Other academic)
  • 12.
    Engström, Olof
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Mobarak, Hani
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ståhle, Jonas
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Conformational dynamics and exchange kinetics of N-formyl and N-acetyl groups substituting 3-amino-3,6-dideoxy-α-D-galactopyranose, a sugar found in bacterial O-antigen polysaccharidesManuscript (preprint) (Other academic)
  • 13.
    Fontana, Carolina
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Holst, Otto
    Moriyón, Ignacio
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Structural studies of the rough lipopolysaccharides of Brucella melitensis mutants affected in the biosynthesis of the core and O-antigen polysaccharideManuscript (preprint) (Other academic)
  • 14.
    Fontana, Carolina
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kovacs, Helena
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    13C-based NMR spectroscopy for Structure Analysis of Uniformly 13C-labeled Oligo- and PolysaccharidesManuscript (preprint) (Other academic)
  • 15.
    Frigell, Jens
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Cumpstey, Ian
    Carbasugar analogues of galactofuranose: α-O-linked derivativesManuscript (preprint) (Other academic)
    Abstract [en]

    Using an indirect method, we have synthesised α-linked carbasugar analogues of galactofuranosides for the first time. Opening of a β-talo configured carbasugar 1,2-epoxide by alcohol nucleophiles under Lewis acidic conditions proceeded with very good regioselectivity to give α-talo configured C-1-substituted ethers with OH-2 free. Inversion of configuration at OH-2 by an oxidation–reduction sequence gave the α-galacto configured carbahexofuranose C-1 ethers. A carbadisaccharide corresponding to the Galf(α1→3)Manp substructure from Apodus deciduus galactomannan was synthesised to exemplify the method.

  • 16.
    Frigell, Jens
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eriksson, Lars
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Cumpstey, Ian
    Carbasugar analogues of galactofuranosides: β-O-linked derivativesManuscript (preprint) (Other academic)
    Abstract [en]

    A selectively protected carbasugar analogue of β-galactofuranose was synthesised from glucose using ring-closing metathesis as the key step. The carbasugar was converted into an α-galacto configured 1,2-epoxide, which was an effective electrophile in Lewis acid catalysed coupling reactions with alcohols. The epoxide was opened with regioselective attack at C-1 to give β-galacto configured C-1 ethers. Using carbohydrates as nucleophiles, we synthesised a number of pseudodisaccharides.

  • 17.
    Frigell, Jens
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pearcey, J.A.
    Lowary, T.
    Cumpstey, Ian
    Carbasugar Analogues of Galactofuranose: Pseudodisaccharide Mimics of Fragments of Mycobacterial ArabinogalactanManuscript (preprint) (Other academic)
    Abstract [en]

    A partially protected carbasugar analogue of β-galactofuranose was converted into an α-galacto configured 1,2-epoxide, which was was opened by alcohols under Lewis acid catalysis with regioselective attack at C-1 to give β-galacto configured C-1 ethers. Using OH-5 and OH-6 carbagalactofuranose derivatives as nucleophiles, we synthesised pseudodisaccharide analogues of substructures of the arabinogalactan from M. tuberculosis. The dicarba analogue of the disaccharide Galf(β1→5)Galf was found to moderately inhibit the action of GlfT2 galactofuranosyl transferase from M. tuberculosis.

  • 18. Kang, Yu
    et al.
    Gohlke, Ulrich
    Engström, Olof
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Hamark, Christoffer
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Scheidt, Tom
    Heinemann, Udo
    Max-Delbrück-Centrum für Molekulare Medizin.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lipowski, Reinhard
    Santer, Mark
    Barbirz, Stefanie
    Probing the conformational space of Shigella flexneri O‑antigen bound to the tailspike protein of bacteriophage Sf6 by X-ray crystallography, NMR, and Molecular DynamicsManuscript (preprint) (Other academic)
  • 19. Karlsson, Erik A.
    et al.
    Lee, Bao-Lin
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Liao, Rong-Zhen
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Åkermark, Torbjörn
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Kärkäs, Markus D.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Becerril, Valeria Saavedra
    Abrahamsson, Maria
    Siegbahn, Per E. M.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zou, Xiaodong
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis and electron transfer processes in a new family of coupled Mn2–Ru complexesManuscript (preprint) (Other academic)
  • 20.
    Kärkäs, Markus D.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Laine, Tanja M.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Åkermark, Torbjörn
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Molecular Single-site Ruthenium Complexes Containing a Basic Site: The Use of Structure-activity RelationshipsManuscript (preprint) (Other academic)
    Abstract [en]

    A series of single-site ruthenium(III) complexes (2a-d) were synthesized and characterized, and employed in the oxidation of H2O. A linear free-energy relationship study was conducted in order to establish a correlation between the electrochemical properties and the electronic parameters of the introduced substituents in complexes 2a-d.

  • 21.
    Landström, Jens
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Persson, Karina
    Rademacher, Christoph
    Lundborg, Magnus
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Peters, Thomas
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Exploration of the molecular recognition and dynamic properties of WaaG glycosyltransferaseManuscript (preprint) (Other academic)
  • 22.
    Lee, Bao-Lin
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Karlsson, Erik A.
    Kärkäs, Markus D.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Åkermark, Torbjörn
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Johnston, Eric
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Das, Biswanath
    Nordlander, Ebbe
    Åkermark, Björn
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Light-induced water oxidation by a dinuclear iron-based molecular catalystManuscript (preprint) (Other academic)
  • 23.
    Lind, Maria E. S.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Himo, Fahmi
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Quantum Chemical Modeling of Enantioconvergency in Soluble Epoxide HydrolaseManuscript (preprint) (Other academic)
  • 24.
    Liu, Jianguo
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Krajangsri, Suppachai
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Li, Jiaqi
    Andersson, Pher G.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Iridium-catalyzed Asymmetric Hydrogenation of Allylic Alcohols via Dynamic Kinetic ResolutionManuscript (preprint) (Other academic)
  • 25.
    Liu, Jianguo
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Krajangsri, Suppachai
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Singh, Thishana
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    De Seriis, Giulia
    Chumnanvej, Napasawan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Andersson, Pher G.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Regioselective iridium-catalyzed asymmetric monohydrogenation of 1,4-dienesManuscript (preprint) (Other academic)
  • 26.
    Lundborg, Magnus
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Eunus, Ali
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Fragment-based design of norovirus inhibitors by molecular docking and LIE binding free energy calculationsManuscript (preprint) (Other academic)
  • 27.
    Malmgren, Joel
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of Alkynyl(aryl)iodonium salts from TMS-alkynesManuscript (preprint) (Other academic)
  • 28.
    Manta, Bianca
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Himo, Fahmi
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Insights from Quantum Chemical Calculations into Active Site Structure and Reaction Mechanism of Manganese-Dependent Dinitrogenase Reductase-Activating GlycohydrolaseManuscript (preprint) (Other academic)
  • 29.
    Pathipati, Stalin R.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    van der Werf, Angela
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Selander, Nicklas
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Catalytic Diastereoselective Synthesis of Polycyclic Indolizine DerivativesManuscript (preprint) (Other academic)
  • 30.
    Peters, Byron K.
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Liu, Jianguo
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Margarita, Cristiana
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rabten, Wangchuk
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kerdphon, Sutthichat
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Paptchikhine, Alexander
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Andersson, Pher
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Enantio- and Regioselective Hydrogenation of Minimally and Densely Decorated Unsaturated CarbocyclesManuscript (preprint) (Other academic)
    Abstract [en]

    Several cyclic prochiral olefins were successfully hydrogenated (>99 conv.,up to >99 % ee) using N,P-ligated iridium catalysts. Minimally functionalisedsubstrates (Class 1) were hydrogenated rapidly and in high ee, whichwas consistent with earlier reports. Substrates having functional groups(Class 2) and heterocycles (Class 3) attached to the unsaturated cycle, were43hydrogenated gradually over a period of time, however, high enantioselectivitywas still maintained (up to >99 % ee). This methodology is a highly practical,general and selective means of preparing chiral cyclohexanes.

  • 31.
    Rabten, Wangchuk
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Ponra, Sudipta
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kerdphon, Sutthichat
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Wu, Haibo
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Andersson, Pher G.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    N,P-Iridium Catalyzed Asymmetric Hydrogenation of Vinyl FluoridesManuscript (preprint) (Other academic)
  • 32.
    Ramstadius, Clinton
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Boklund, Mikael
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Cumpstey, Ian
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Conversion of fructose into a building block for the synthesis of carbocyclic mannose mimicsManuscript (preprint) (Other academic)
  • 33.
    Ramstadius, Clinton
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Träff, Annika
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Krumlinde, Patrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Bäcklund, Jan-Erling
    Cumpstey, Ian
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Experimental determination of the relative stability of hexopyranoside derivativesManuscript (preprint) (Other academic)
  • 34.
    Rydén, Andreas
    et al.
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK), Environmental Chemistry.
    Marsh, Göran
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK), Environmental Chemistry.
    Synthesis of polybrominated diphenyl ethers via unsymmetrical diaryliodonium triflatesManuscript (preprint) (Other academic)
    Abstract [en]

    Polybrominated diphenyl ethers (PBDEs) are ubiquitous environmental pollutants due to theirpersistent character and extensive use as additive flame retardants. In order to assess theirbiological effects, fate, environmental concentrations and other parameters related to riskassessment, authentic PBDE congers are needed for research purposes. In the present work anew general method for the preparation of individual PBDE congeners is presented. Themethodology used is based on recent advances in unsymmetrical diaryliodonium saltsynthesis as well as advances in O-arylation of phenols with these types of salts. Accordingly,three brominated diphenyliodonium triflates were prepared i.e. phenyl(2,4,5-tribromophenyl)iodonium triflate, phenyl(2,4,6-tribromophenyl)iodonium triflate andphenyl(2,3,4,6-tetrabromophenyl)iodonium triflate from 1,2,4-tribromo-5-iodobenzene, 1,3,5-tribromo-2-iodobenzene and 1,2,3,5-tetrabromo-4-iodobenzene, respectively. Yields indiaryliodonium salt syntheses ranged from 69-96%. These salts were further used to O-arylatevarious brominated phenols giving individual tetra- to octa-BDE congeners in yields rangingfrom 64-98%. The O-arylation method used was given after a minor optimisation study, regarding reaction time and temperature, which is reported herein. In addition, this O-arylationmethod was also used with two brominated methoxyphenols in the syntheses of twomethoxylated PBDEs.

  • 35.
    Sheng, Xiang
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lind, Maria E. S.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Himo, Fahmi
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Theoretical Study of the Reaction Mechanism of Phenolic Acid DecarboxylaseManuscript (preprint) (Other academic)
  • 36.
    Skantz, Linnéa
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Oscarson, Stefan
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lahmann, Martina
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Synthesis of the B-Lewis b heptasaccharide using a versatile lacto-N-tetraose intermediateManuscript (Other academic)
  • 37.
    Skantz, Linnéa
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sajtos, Ferenc
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Oscarson, Stefan
    University College Dublin, Centre of synthesis and chemical biology.
    Lahmann, Martina
    University of Bangor, The school of chemistry.
    Synthesis of the Lewis b pentasaccharide and HSA-conjugates thereofManuscript (Other academic)
  • 38.
    Ståhle, Jonas
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Widmalm, Göran
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Structural studies of the O-antigen polysaccharide from Escherichia coli O63 and biosynthetic aspects thereofManuscript (preprint) (Other academic)
  • 39.
    Sutthichat, Kerdphon
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Sudipta, Ponra
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Jianping, Yang
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Haibo, Wu
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Pher G., Andersson
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Iridium-Catalyzed Enantio- and Diastereoselective Hydrogenation of Acyclic Tetra-Substituted OlefinsManuscript (preprint) (Other academic)
  • 40.
    Tinnis, Fredrik
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Lundberg, Helena
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kivijärvi, Tove
    Adolfsson, Hans
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Zirconium(IV) Chloride Catalyzed Amide Formation from Carboxylic Acids and Amines: N-Benzyl-2-(phenylthio)acetamide and (S)-tert-butyl-2-(benzylcarbamoyl)pyrrolidine-1-carboxylateManuscript (preprint) (Other academic)
  • 41. Wieczorek, Birgit
    et al.
    Träff, Annika
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Krumlinde, Patrik
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Dijkstra, Harm P.
    Egmond, Maarten R.
    van Koten, Gerard
    Bäckvall, Jan-Erling
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Klein Gebbink, Robertus J.M.
    Site-Specific Covalent Immobilization of a Racemization Catalyst onto Lipase-containing BeadsManuscript (preprint) (Other academic)
    Abstract [en]

    The synthesis and application of the novel heterogeneous bifunctional catalyst CALB-5 as a racemization and resolution catalyst for the dynamic kinetic resolution is described. The semisynthetic ruthenium lipase hybrid CALB-5 was obtained by inhibiting CALB beads with the novel ruthenium phosphonate complex 5 possessing a lipase active site-directed phosphonate group. By partially inhibiting the lipase beads with 5, a bifunctional catalytic system was obtained. Racemization, by the Ru-catalytic site, gave 0% ee after 24 h, and the kinetic resolution, enzymatic acylation by the uninhibited CALB sites, gave 28% conversion of 1-phenylethanol after 3 h with >99% ee of the acetylated product. A dynamic kinetic resolution experiment of (S)-1-phenylethanol with CALB-5 gave the acylated (R)-product in 18% yield and with >99% ee.

  • 42.
    Xu, Chao
    et al.
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Afewerki, Samson
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    Córdova, Armando
    Hedin, Niklas
    Stockholm University, Faculty of Science, Department of Materials and Environmental Chemistry (MMK).
    A Cyclopalladated Microporous Azo-linked Polymer as a Heterogeneous Catalyst for Eco-friendly Suzuki and Heck Coupling ReactionsManuscript (preprint) (Other academic)
  • 43.
    Xu, Quan
    et al.
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Kerdphon, Sutthichat
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Rujirawanich, Janjira
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Krajangsri, Suppachai
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Andersson, Pher
    Stockholm University, Faculty of Science, Department of Organic Chemistry.
    Highly Active Cationic NHC, Phosphine Iridium Catalysts for Base Free Asymmetric Hydrogenation of KetonesManuscript (preprint) (Other academic)
1 - 43 of 43
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