Synthesis 2021; 53(18): 3404-3408
DOI: 10.1055/a-1527-4526
special topic
Bond Activation – in Honor of Prof. Shinji Murai

A New Protocol for Catalytic Reduction of Alkyl Chlorides Using an Iridium/Bis(benzimidazol-2′-yl)pyridine Catalyst and Triethylsilane

a   Department of Chemistry, Graduate School of Science, OsakaPrefecture University, Sakai, Osaka, 599-8531, Japan
,
Yuki Hamada
a   Department of Chemistry, Graduate School of Science, OsakaPrefecture University, Sakai, Osaka, 599-8531, Japan
,
Ilhyong Ryu
b   Organization for Research Promotion, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan
c   Department of Applied Chemistry, National Yang Ming Chiao Tung University (NYCU), Hsinchu 30010, Taiwan
› Author Affiliations
I.R. and T.F. thank the Japan Society for the Promotion of Science (JSPS) for a Grant-in-Aid for Scientific Research (B) (No. 19H02722).


Abstract

The reduction of alkyl chlorides using triethylsilane is investigated. Primary, secondary, tertiary, and benzylic C–Cl bonds are effectively converted into C–H bonds using an [IrCl(cod)]2/2,6-bis(benzimidazol-2′-yl)pyridine catalyst system. This catalyst system is quite simple since the tridentate N-ligand can be easily prepared in one step from commercially available reagents.

Supporting Information



Publication History

Received: 30 April 2021

Accepted after revision: 11 June 2021

Accepted Manuscript online:
11 June 2021

Article published online:
01 July 2021

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