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Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly s...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6090528/ https://www.ncbi.nlm.nih.gov/pubmed/30155090 http://dx.doi.org/10.1039/c6sc00145a |
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author | Cheng, Junjie Zhu, Meijuan Wang, Chao Li, Junjun Jiang, Xue Wei, Yawen Tang, Weijun Xue, Dong Xiao, Jianliang |
author_facet | Cheng, Junjie Zhu, Meijuan Wang, Chao Li, Junjun Jiang, Xue Wei, Yawen Tang, Weijun Xue, Dong Xiao, Jianliang |
author_sort | Cheng, Junjie |
collection | PubMed |
description | Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary mechanistic studies suggest that the active catalyst is a dimeric Rh(ii) species, operating via a mechanism involving metal–base–metal cooperativity. |
format | Online Article Text |
id | pubmed-6090528 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-60905282018-08-28 Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst Cheng, Junjie Zhu, Meijuan Wang, Chao Li, Junjun Jiang, Xue Wei, Yawen Tang, Weijun Xue, Dong Xiao, Jianliang Chem Sci Chemistry Dehydrogenative cross-coupling of aldehydes with alcohols as well as dehydrogentive cross-coupling of primary alcohols to produce esters have been developed using a Rh-terpyridine catalyst. The catalyst demonstrates broad substrate scope and good functional group tolerance, affording esters highly selectively. The high chemoselectivity of the catalyst stems from its preference for dehydrogenation of benzylic alcohols over aliphatic ones. Preliminary mechanistic studies suggest that the active catalyst is a dimeric Rh(ii) species, operating via a mechanism involving metal–base–metal cooperativity. Royal Society of Chemistry 2016-07-01 2016-03-29 /pmc/articles/PMC6090528/ /pubmed/30155090 http://dx.doi.org/10.1039/c6sc00145a Text en This journal is © The Royal Society of Chemistry 2016 https://creativecommons.org/licenses/by/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Cheng, Junjie Zhu, Meijuan Wang, Chao Li, Junjun Jiang, Xue Wei, Yawen Tang, Weijun Xue, Dong Xiao, Jianliang Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst |
title | Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
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title_full | Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
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title_fullStr | Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
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title_full_unstemmed | Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
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title_short | Chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst
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title_sort | chemoselective dehydrogenative esterification of aldehydes and alcohols with a dimeric rhodium(ii) catalyst |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6090528/ https://www.ncbi.nlm.nih.gov/pubmed/30155090 http://dx.doi.org/10.1039/c6sc00145a |
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