A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air

We report a new air‐stable Pd(I) dimer, [Pd(μ‐I)(PCy(2) (t)Bu)](2), which triggers E‐selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C−C coupling (alkylation...

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Autores principales: Kundu, Gourab, Sperger, Theresa, Rissanen, Kari, Schoenebeck, Franziska
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7756449/
https://www.ncbi.nlm.nih.gov/pubmed/32810335
http://dx.doi.org/10.1002/anie.202009115
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author Kundu, Gourab
Sperger, Theresa
Rissanen, Kari
Schoenebeck, Franziska
author_facet Kundu, Gourab
Sperger, Theresa
Rissanen, Kari
Schoenebeck, Franziska
author_sort Kundu, Gourab
collection PubMed
description We report a new air‐stable Pd(I) dimer, [Pd(μ‐I)(PCy(2) (t)Bu)](2), which triggers E‐selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C−C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C−Br, C−OTf/OFs, and C−Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous Pd(I) dimer generations for substrates that bear substituents ortho to C−OTf.
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spelling pubmed-77564492020-12-28 A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air Kundu, Gourab Sperger, Theresa Rissanen, Kari Schoenebeck, Franziska Angew Chem Int Ed Engl Communications We report a new air‐stable Pd(I) dimer, [Pd(μ‐I)(PCy(2) (t)Bu)](2), which triggers E‐selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C−C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C−Br, C−OTf/OFs, and C−Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous Pd(I) dimer generations for substrates that bear substituents ortho to C−OTf. John Wiley and Sons Inc. 2020-09-28 2020-12-01 /pmc/articles/PMC7756449/ /pubmed/32810335 http://dx.doi.org/10.1002/anie.202009115 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Kundu, Gourab
Sperger, Theresa
Rissanen, Kari
Schoenebeck, Franziska
A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title_full A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title_fullStr A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title_full_unstemmed A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title_short A Next‐Generation Air‐Stable Palladium(I) Dimer Enables Olefin Migration and Selective C−C Coupling in Air
title_sort next‐generation air‐stable palladium(i) dimer enables olefin migration and selective c−c coupling in air
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7756449/
https://www.ncbi.nlm.nih.gov/pubmed/32810335
http://dx.doi.org/10.1002/anie.202009115
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