Reductive Elimination at Carbon under Steric Control

Daniel Tolentino; Samuel Neale; Connie Isaac; Stuart Macgregor; Michael Whittlesey; Rodolphe Jazzar; Guy Bertrand

doi:10.1021/jacs.9b04957

Reductive Elimination at Carbon under Steric Control

Daniel Tolentino
, Samuel Neale
, Connie Isaac
, Stuart Macgregor
, Michael Whittlesey
, Rodolphe Jazzar
, Guy Bertrand

Department of Chemistry

Heriot-Watt University

Research output: Contribution to journal › Article › peer-review

55 Citations (SciVal)

325 Downloads (Pure)

Abstract

It has been previously demonstrated that stable singlet electrophilic carbenes can behave as metal surrogates in the activation of strong E-H bonds (E = H, B, N, Si, P), but it was believed that these activations only proceed through an irreversible activation barrier. Herein we show that, as is the case with transition metals, the steric environment can be used to promote reductive elimination at carbon centers.

Original language	English
Pages (from-to)	9823-9826
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	141
Issue number	25
Early online date	10 Jun 2019
DOIs	https://doi.org/10.1021/jacs.9b04957
Publication status	Published - 26 Jun 2019

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jacs.9b04957
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Cite this

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AU - Tolentino, Daniel

AU - Neale, Samuel

AU - Isaac, Connie

AU - Macgregor, Stuart

AU - Whittlesey, Michael

AU - Jazzar, Rodolphe

AU - Bertrand, Guy

PY - 2019/6/26

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AB - It has been previously demonstrated that stable singlet electrophilic carbenes can behave as metal surrogates in the activation of strong E-H bonds (E = H, B, N, Si, P), but it was believed that these activations only proceed through an irreversible activation barrier. Herein we show that, as is the case with transition metals, the steric environment can be used to promote reductive elimination at carbon centers.

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Reductive Elimination at Carbon under Steric Control

Abstract

ASJC Scopus subject areas

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