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Bermejo Gómez, AntonioORCID iD iconorcid.org/0000-0002-1333-7740
Alternative names
Publications (10 of 27) Show all publications
Valiente, A., Carrasco, S., Sanz-Marco, A., Tai, C.-W., Bermejo Gómez, A. & Martín-Matute, B. (2019). Aerobic Homocoupling of Arylboronic Acids Catalyzed by Regenerable Pd(II)@MIL-88B-NH2(Cr). ChemCatChem, 11(16), 3933-3940
Open this publication in new window or tab >>Aerobic Homocoupling of Arylboronic Acids Catalyzed by Regenerable Pd(II)@MIL-88B-NH2(Cr)
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2019 (English)In: ChemCatChem, ISSN 1867-3880, E-ISSN 1867-3899, Vol. 11, no 16, p. 3933-3940Article in journal (Refereed) Published
Abstract [en]

A fast and operationally simple method for the aerobic homocoupling of arylboronic acids is described. The process is catalyzed by Pd(II) complexes supported on the metal-organic framework MIL-88B-NH2(Cr). The benefits of this approach include the use of a benign oxidant/solvent mixture at room temperature with catalytic amounts of base, easy recovery of the catalyst, and easy isolation of the products. Very high conversions and good yields were achieved for a variety of substrates, and the process was also carried out on a larger scale with the same efficiency. The catalyst was found to suffer deactivation due to progressive reduction and agglomeration of palladium into inactive metal clusters/particles. An innovative procedure for the oxidative redispersion and regeneration of the active Pd(II)@MOF species is presented. 

Keywords
aerobic homocoupling, catalyst deactivation, metal-organic frameworks, oxidative redispersion, catalyst regeneration
National Category
Chemical Sciences
Identifiers
urn:nbn:se:su:diva-191586 (URN)10.1002/cctc.201900556 (DOI)000498036500041 ()
Funder
Swedish Research CouncilGöran Gustafsson Foundation for Research in Natural Sciences and MedicineKnut and Alice Wallenberg Foundation
Available from: 2021-03-26 Created: 2021-03-26 Last updated: 2022-02-25Bibliographically approved
Cortés González, M. A., Nordeman, P., Bermejo Gómez, A., Meyer, D. N., Antoni, G., Schou, M. & Szabó, K. J. (2018). [F-18]fluoro-benziodoxole: a no-carrier-added electrophilic fluorinating reagent. Rapid, simple radiosynthesis, purification and application for fluorine-18 labelling. Chemical Communications, 54(34), 4286-4289
Open this publication in new window or tab >>[F-18]fluoro-benziodoxole: a no-carrier-added electrophilic fluorinating reagent. Rapid, simple radiosynthesis, purification and application for fluorine-18 labelling
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2018 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 54, no 34, p. 4286-4289Article in journal (Refereed) Published
Abstract [en]

Operationally simple radiosynthesis and purification of [F-18]fluoro-benziodoxole was developed starting from a cyclotron produced [F-18]F- precursor, [F-18]TBAF, and tosyl-benziodoxole. The synthetic utility of [F-18]fluoro-benziodoxole was demonstrated by electrophilic fluorocyclization of o-styrilamides proceeding with high RCC (typically 50-90%) and high molar activity (up to 396 GBq mol(-1)).

National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-156663 (URN)10.1039/c8cc00526e (DOI)000430935200013 ()29632936 (PubMedID)
Available from: 2018-06-04 Created: 2018-06-04 Last updated: 2022-03-23Bibliographically approved
Martinez-Erro, S., Bermejo Gómez, A., Vazquez-Romero, A., Erbing, E. & Martín-Matute, B. (2017). 2,2-Diiododimedone: a mild electrophilic iodinating agent for the selective synthesis of alpha-iodoketones from allylic alcohols. Chemical Communications, 53(71), 9842-9845
Open this publication in new window or tab >>2,2-Diiododimedone: a mild electrophilic iodinating agent for the selective synthesis of alpha-iodoketones from allylic alcohols
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2017 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 53, no 71, p. 9842-9845Article in journal (Refereed) Published
Abstract [en]

2,2-Diiodo-5,5-dimethylcyclohexane-1,3-dione is reported as a new electrophilic iodinating agent that selectively iodinates electron-rich aromatics. In contrast to other common electrophilic iodinating reagents, its mild nature allows it to be used for the selective synthesis of alpha-iodinated carbonyl compounds from allylic alcohols through a 1,3-hydrogen shift/iodination process catalyzed by iridium(III) complexes.

National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-148095 (URN)10.1039/c7cc04823h (DOI)000409481000003 ()28809976 (PubMedID)
Available from: 2017-10-20 Created: 2017-10-20 Last updated: 2022-02-28Bibliographically approved
Abdelhamid, H. N., Bermejo-Gómez, A., Martín-Matute, B. & Zou, X. (2017). A water-stable lanthanide metal-organic framework for fluorimetric detection of ferric ions and tryptophan. Microchimica Acta, 184(9), 3363-3371
Open this publication in new window or tab >>A water-stable lanthanide metal-organic framework for fluorimetric detection of ferric ions and tryptophan
2017 (English)In: Microchimica Acta, ISSN 0026-3672, E-ISSN 1436-5073, Vol. 184, no 9, p. 3363-3371Article in journal (Refereed) Published
Abstract [en]

The preparation of a highly water stable and porous lanthanide metal-organic framework (MOF) nanoparticles (denoted SUMOF-7II; SU refers to Stockholm University) is described. SUMOF-7II was synthesized starting from the tritopic linker of 2,4,6-tri-p-carboxyphenyl pyridine (H3L2) and La(III) as metal clusters. SUMOF-7II forms a stable dispersion and displays high fluorescence emission with small variation over the pH range of 6 to 12. Its fluorescence is selectively quenched by Fe(III) ions compared to other metal ions. The intensity of the fluorescene emission drops drops linearly in 16.6–167 μM Fe(III) concentration range, and Stern-Volmer plots are linear. The limit of detection (LOD) is 16.6 μM (at an S/N ratio of >3). This indicator probe can also be used for selective detection of tryptophan among several amino acids. Compared to the free linker H3L2, SUMOF-7II offers improved sensitivity and selectivity of the investigated species.

Keywords
Lanthanum-organic frameworks, Luminescence, Metal ions detection, Amino acids, Sensing
National Category
Chemical Sciences
Research subject
Inorganic Chemistry
Identifiers
urn:nbn:se:su:diva-146333 (URN)10.1007/s00604-017-2306-0 (DOI)000407371700036 ()
Available from: 2017-08-29 Created: 2017-08-29 Last updated: 2022-02-28Bibliographically approved
Bermejo Gómez, A., Cortés González, M. A., Lübcke, M., Johansson, M. J., Schou, M. & Szabó, K. J. (2017). Synthesis of trifluoromethyl moieties by late-stage copper (I) mediated nucleophilic fluorination. Journal of fluorine chemistry, 194, 51-57
Open this publication in new window or tab >>Synthesis of trifluoromethyl moieties by late-stage copper (I) mediated nucleophilic fluorination
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2017 (English)In: Journal of fluorine chemistry, ISSN 0022-1139, E-ISSN 1873-3328, Vol. 194, p. 51-57Article in journal (Refereed) Published
Abstract [en]

The nucleophilic fluorination of bromodifluoromethyl derivatives mediated by the complex (PPh3)(3)CuF is described. Under the reaction conditions, different trifluoroacetates, trifluorolcetones, trifluoroarenes and trifluoroacetamides were obtained in good yields.

Keywords
Nucleophilic fluorination, Copper, Trifluoroacetate, Trifluoromethylarene, Trifluoroacetamide
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-141365 (URN)10.1016/j.jfluchem.2016.12.017 (DOI)000393938200007 ()
Available from: 2017-05-02 Created: 2017-05-02 Last updated: 2022-02-28Bibliographically approved
González Miera, G., Bermejo Gómez, A., Chupas, P. J., Martín-Matute, B., Chapman, K. W. & Platero-Prats, A. E. (2017). Topological Transformation of a Metal–Organic Framework Triggered by Ligand Exchange. Inorganic Chemistry, 56(8), 4576-4583
Open this publication in new window or tab >>Topological Transformation of a Metal–Organic Framework Triggered by Ligand Exchange
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2017 (English)In: Inorganic Chemistry, ISSN 0020-1669, E-ISSN 1520-510X, Vol. 56, no 8, p. 4576-4583Article in journal (Refereed) Published
Abstract [en]

Here we describe the topological transformation of the pores of a new framework in the bio-MOF-100 family (dia-c) into the known isomer (lcs) by doubling the pore volume, which occurs during postsynthesis modifications. During this transformation, reassembling of the metal–organic framework (MOF) building blocks into a completely different framework occurs, involving breaking/forming of metal–ligand bonds. MOF crystallinity and local structure are retained, as determined by powder X-ray diffraction (PXRD) and pair distribution function (PDF) analyses, respectively. We exploited the inherent dynamism of bio-MOF-100 by coupling chemical decorations of the framework using solvent-assisted ligand exchange to the topological change. Following this method and starting from the pristine dense dia-c phase, open lcs-bio-MOF-100 was prepared and functionalized in situ with an iridium complex (IrL). Alternatively, the dia-c MOF could be modified with wide-ranging amounts of IrL up to ca. 50 mol %, as determined by solution 1H NMR spectroscopy, by tuning the concentration of the solutions used and with no evidence for isomer transformation. The single-site nature of the iridium complexes within the MOFs was assessed by X-ray absorption spectroscopy (XAS) and PDF analyses. Ligand exchanges occurred quantitatively at room temperature, with no need of excess of the iridium metallolinker.

National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-143340 (URN)10.1021/acs.inorgchem.7b00149 (DOI)000399625600037 ()
Funder
Knut and Alice Wallenberg FoundationSwedish Research CouncilVINNOVA
Available from: 2017-05-24 Created: 2017-05-24 Last updated: 2022-02-28Bibliographically approved
Zou, X., Yao, Q., Bermejo Gómez, A., Su, J., Pascanu, V., Yifeng, Y., . . . Martín-Matute, B. (2016). A series of highly stable isoreticular lanthanide metal-organic frameworks with tunable luminescence properties solved by rotation electron diffraction and X-ray diffraction. Paper presented at 30th European Crystallographic Meeting, Congress Center Basel, Switzerland, 28th August - 1st September 2016. Acta Crystallographica Section A: Foundations of Crystallography, A72, 136-136
Open this publication in new window or tab >>A series of highly stable isoreticular lanthanide metal-organic frameworks with tunable luminescence properties solved by rotation electron diffraction and X-ray diffraction
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2016 (English)In: Acta Crystallographica Section A: Foundations of Crystallography, ISSN 0108-7673, E-ISSN 1600-5724, Vol. A72, p. 136-136Article in journal, Meeting abstract (Refereed) Published
Keywords
metal-organic framework, isoreticular MOFs, structure determination, electron diffraction, in-situ XRD, luminescence property
National Category
Chemical Sciences
Research subject
Inorganic Chemistry
Identifiers
urn:nbn:se:su:diva-146338 (URN)10.1107/S2053273316097977 (DOI)
Conference
30th European Crystallographic Meeting, Congress Center Basel, Switzerland, 28th August - 1st September 2016
Available from: 2017-08-29 Created: 2017-08-29 Last updated: 2022-02-28Bibliographically approved
Martinez-Erro, S., Sanz-Marco, A., Bermejo Gómez, A., Vazquez-Romero, A., Ahlquist, M. S. G. & Martín-Matute, B. (2016). Base-Catalyzed Stereospecific Isomerization of Electron-Deficient Allylic Alcohols and Ethers through Ion-Pairing. Journal of the American Chemical Society, 138(40), 13408-13414
Open this publication in new window or tab >>Base-Catalyzed Stereospecific Isomerization of Electron-Deficient Allylic Alcohols and Ethers through Ion-Pairing
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2016 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 138, no 40, p. 13408-13414Article in journal (Refereed) Published
Abstract [en]

A mild base-catalyzed strategy for the isomerization of allylic alcohols and allylic ethers has been developed. Experimental and computational investigations indicate that transition metal catalysts are not required when basic additives are present. As in the case of using transition metals under basic conditions, the isomerization catalyzed solely by base also follows a stereospecific pathway. The reaction is initiated by a rate-limiting deprotonation. Formation of an intimate ion pair between an allylic anion and the conjugate acid of the base results in efficient transfer of chirality. Through this mechanism, stereochemical information contained in the allylic alcohols is transferred to the ketone products. The stereospecific isomerization is also applicable for the first time to allylic ethers, yielding synthetically valuable enantioenriched (up to 97% ee) enol ethers.

National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-136066 (URN)10.1021/jacs.6b08350 (DOI)000385469600048 ()
Funder
Swedish Research CouncilKnut and Alice Wallenberg FoundationVinnovaWenner-Gren Foundations
Available from: 2016-12-16 Created: 2016-11-29 Last updated: 2022-02-28Bibliographically approved
Bermejo Gómez, A., Cortés González, M. A., Lübcke, M., Johansson, M. J., Halldin, C., Szabó, K. J. & Schou, M. (2016). Efficient DBU accelerated synthesis of F-18-labelled trifluoroacetamides. Chemical Communications, 52(97), 13963-13966
Open this publication in new window or tab >>Efficient DBU accelerated synthesis of F-18-labelled trifluoroacetamides
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2016 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 52, no 97, p. 13963-13966Article in journal (Refereed) Published
Abstract [en]

Nucleophilic F-18-fluorination of bromodifluoromethyl derivatives was performed using [F-18] Bu4NF in the presence of DBU(1,8-diazabicyclo[5.4.0]undec-7-ene). This novel procedure provided a diverse set of [F-18] trifluoroacetamides in good to excellent radiochemical conversions. A mechanism where DBU acts as organomediator in this transformation is proposed.

National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-139349 (URN)10.1039/c6cc08535k (DOI)000390436700005 ()27844069 (PubMedID)
Funder
Swedish Research CouncilKnut and Alice Wallenberg Foundation
Available from: 2017-02-07 Created: 2017-02-06 Last updated: 2022-03-23Bibliographically approved
Erbing, E., Vazquez-Romero, A., Bermejo Gómez, A., Platero-Prats, A. E., Carson, F., Zou, X., . . . Martín-Matute, B. (2016). General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand. Chemistry - A European Journal, 22(44), 15659-15663
Open this publication in new window or tab >>General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand
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2016 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 22, no 44, p. 15659-15663Article in journal (Refereed) Published
Abstract [en]

Remarkably simple Ir-III catalysts enable the isomerization of primary and sec-allylic alcohols under very mild reaction conditions. X-ray absorption spectroscopy (XAS) and mass spectrometry (MS) studies indicate that the catalysts, with the general formula [Cp*Ir-III], require a halide ligand for catalytic activity, but no additives or additional ligands are needed.

Keywords
allylic alcohols, X-ray absorption spectroscopy, isomerization, iridium, reaction mechanisms
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-136049 (URN)10.1002/chem.201603825 (DOI)000386795700016 ()27650170 (PubMedID)
Funder
Knut and Alice Wallenberg FoundationSwedish Research CouncilVINNOVAWenner-Gren Foundations
Available from: 2016-12-21 Created: 2016-11-29 Last updated: 2022-02-28Bibliographically approved
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ORCID iD: ORCID iD iconorcid.org/0000-0002-1333-7740

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