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Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates
A direct reductive homo-coupling of alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts. A single-electron-transfer-type oxidative addition is a pivotal process in the well-established nickel-catalyzed coupling of alkyl halides. However, the meth...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6515247/ https://www.ncbi.nlm.nih.gov/pubmed/31013850 http://dx.doi.org/10.3390/molecules24081458 |
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author | Komeyama, Kimihiro Tsunemitsu, Ryusuke Michiyuki, Takuya Yoshida, Hiroto Osaka, Itaru |
author_facet | Komeyama, Kimihiro Tsunemitsu, Ryusuke Michiyuki, Takuya Yoshida, Hiroto Osaka, Itaru |
author_sort | Komeyama, Kimihiro |
collection | PubMed |
description | A direct reductive homo-coupling of alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts. A single-electron-transfer-type oxidative addition is a pivotal process in the well-established nickel-catalyzed coupling of alkyl halides. However, the method cannot be applied to the homo-coupling of ubiquitous alkyl tosylates due to the high-lying σ*(C–O) orbital of the tosylates. This paper describes a Ni/Co-catalyzed protocol for the activation of alkyl tosylates on the construction of alkyl dimers under mild conditions. |
format | Online Article Text |
id | pubmed-6515247 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-65152472019-05-30 Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates Komeyama, Kimihiro Tsunemitsu, Ryusuke Michiyuki, Takuya Yoshida, Hiroto Osaka, Itaru Molecules Communication A direct reductive homo-coupling of alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts. A single-electron-transfer-type oxidative addition is a pivotal process in the well-established nickel-catalyzed coupling of alkyl halides. However, the method cannot be applied to the homo-coupling of ubiquitous alkyl tosylates due to the high-lying σ*(C–O) orbital of the tosylates. This paper describes a Ni/Co-catalyzed protocol for the activation of alkyl tosylates on the construction of alkyl dimers under mild conditions. MDPI 2019-04-12 /pmc/articles/PMC6515247/ /pubmed/31013850 http://dx.doi.org/10.3390/molecules24081458 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Communication Komeyama, Kimihiro Tsunemitsu, Ryusuke Michiyuki, Takuya Yoshida, Hiroto Osaka, Itaru Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title | Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title_full | Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title_fullStr | Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title_full_unstemmed | Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title_short | Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates |
title_sort | ni/co-catalyzed homo-coupling of alkyl tosylates |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6515247/ https://www.ncbi.nlm.nih.gov/pubmed/31013850 http://dx.doi.org/10.3390/molecules24081458 |
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