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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...

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Autores principales: Komeyama, Kimihiro, Tsunemitsu, Ryusuke, Michiyuki, Takuya, Yoshida, Hiroto, Osaka, Itaru
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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.
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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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AT yoshidahiroto nicocatalyzedhomocouplingofalkyltosylates
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