Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air

Disclosed herein is the first general chemo‐ and site‐selective alkylation of C−Br bonds in the presence of COTf, C−Cl and other potentially reactive functional groups, using the air‐, moisture‐, and thermally stable dinuclear Pd(I) catalyst, [Pd(μ‐I)PtBu(3)](2). The bromo‐selectivity is independent...

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Detalles Bibliográficos
Autores principales: Kalvet, Indrek, Sperger, Theresa, Scattolin, Thomas, Magnin, Guillaume, Schoenebeck, Franziska
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5488304/
https://www.ncbi.nlm.nih.gov/pubmed/28508520
http://dx.doi.org/10.1002/anie.201701691
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author Kalvet, Indrek
Sperger, Theresa
Scattolin, Thomas
Magnin, Guillaume
Schoenebeck, Franziska
author_facet Kalvet, Indrek
Sperger, Theresa
Scattolin, Thomas
Magnin, Guillaume
Schoenebeck, Franziska
author_sort Kalvet, Indrek
collection PubMed
description Disclosed herein is the first general chemo‐ and site‐selective alkylation of C−Br bonds in the presence of COTf, C−Cl and other potentially reactive functional groups, using the air‐, moisture‐, and thermally stable dinuclear Pd(I) catalyst, [Pd(μ‐I)PtBu(3)](2). The bromo‐selectivity is independent of the substrate and the relative positioning of the competing reaction sites, and as such fully predictable. Primary and secondary alkyl chains were introduced with extremely high speed (<5 min reaction time) at room temperature and under open‐flask reaction conditions.
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spelling pubmed-54883042017-07-24 Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air Kalvet, Indrek Sperger, Theresa Scattolin, Thomas Magnin, Guillaume Schoenebeck, Franziska Angew Chem Int Ed Engl Communications Disclosed herein is the first general chemo‐ and site‐selective alkylation of C−Br bonds in the presence of COTf, C−Cl and other potentially reactive functional groups, using the air‐, moisture‐, and thermally stable dinuclear Pd(I) catalyst, [Pd(μ‐I)PtBu(3)](2). The bromo‐selectivity is independent of the substrate and the relative positioning of the competing reaction sites, and as such fully predictable. Primary and secondary alkyl chains were introduced with extremely high speed (<5 min reaction time) at room temperature and under open‐flask reaction conditions. John Wiley and Sons Inc. 2017-05-16 2017-06-12 /pmc/articles/PMC5488304/ /pubmed/28508520 http://dx.doi.org/10.1002/anie.201701691 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Kalvet, Indrek
Sperger, Theresa
Scattolin, Thomas
Magnin, Guillaume
Schoenebeck, Franziska
Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title_full Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title_fullStr Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title_full_unstemmed Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title_short Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air
title_sort palladium(i) dimer enabled extremely rapid and chemoselective alkylation of aryl bromides over triflates and chlorides in air
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5488304/
https://www.ncbi.nlm.nih.gov/pubmed/28508520
http://dx.doi.org/10.1002/anie.201701691
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