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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
2013
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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). |
format | Online Article Text |
id | pubmed-3970324 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
record_format | MEDLINE/PubMed |
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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