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Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)

Reductive elimination of carbon-carbon (C-C) bonds occurs in numerous metal-catalyzed reactions. This process is well documented for a variety of transition metal complexes. However, C-C bond reductive elimination from a limited number of Au(III) complexes has been shown to be a slow and prohibitive...

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Autores principales: Wolf, William J., Winston, Matthew S., Toste, F. Dean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3970324/
https://www.ncbi.nlm.nih.gov/pubmed/24451593
http://dx.doi.org/10.1038/nchem.1822
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author Wolf, William J.
Winston, Matthew S.
Toste, F. Dean
author_facet Wolf, William J.
Winston, Matthew S.
Toste, F. Dean
author_sort Wolf, William J.
collection PubMed
description Reductive elimination of carbon-carbon (C-C) bonds occurs in numerous metal-catalyzed reactions. This process is well documented for a variety of transition metal complexes. However, C-C bond reductive elimination from a limited number of Au(III) complexes has been shown to be a slow and prohibitive process, generally requiring elevated temperature. Herein, we show that oxidation of a series of mono- and bimetallic Au(I) aryl complexes at low temperature generates observable Au(III) and Au(II) intermediates. We also show that aryl-aryl bond reductive elimination from these oxidized species is not only among the fastest observed for any transition metal, but is also mechanistically distinct from previously studied alkyl-alkyl and aryl-alkyl reductive eliminations from Au(III).
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spelling pubmed-39703242014-08-01 Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III) Wolf, William J. Winston, Matthew S. Toste, F. Dean Nat Chem Article Reductive elimination of carbon-carbon (C-C) bonds occurs in numerous metal-catalyzed reactions. This process is well documented for a variety of transition metal complexes. However, C-C bond reductive elimination from a limited number of Au(III) complexes has been shown to be a slow and prohibitive process, generally requiring elevated temperature. Herein, we show that oxidation of a series of mono- and bimetallic Au(I) aryl complexes at low temperature generates observable Au(III) and Au(II) intermediates. We also show that aryl-aryl bond reductive elimination from these oxidized species is not only among the fastest observed for any transition metal, but is also mechanistically distinct from previously studied alkyl-alkyl and aryl-alkyl reductive eliminations from Au(III). 2013-12-22 2014-02 /pmc/articles/PMC3970324/ /pubmed/24451593 http://dx.doi.org/10.1038/nchem.1822 Text en Users may view, print, copy, download and text and data- mine the content in such documents, for the purposes of academic research, subject always to the full Conditions of use: http://www.nature.com/authors/editorial_policies/license.html#terms
spellingShingle Article
Wolf, William J.
Winston, Matthew S.
Toste, F. Dean
Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title_full Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title_fullStr Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title_full_unstemmed Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title_short Exceptionally Fast Carbon-Carbon Bond Reductive Elimination from Gold(III)
title_sort exceptionally fast carbon-carbon bond reductive elimination from gold(iii)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3970324/
https://www.ncbi.nlm.nih.gov/pubmed/24451593
http://dx.doi.org/10.1038/nchem.1822
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