Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates

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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Bibliographic Details
Main Authors: Kimihiro Komeyama, Ryusuke Tsunemitsu, Takuya Michiyuki, Hiroto Yoshida, Itaru Osaka
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Molecules
Subjects:
homo-coupling
S<sub>N</sub>2-type oxidative addition
transalkylation
alkyl tosylates
cobalt catalyst
nickel catalyst
Online Access:https://www.mdpi.com/1420-3049/24/8/1458
Description
Summary: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 &#963;*(C&#8211;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.
ISSN:1420-3049

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