Issue 10, 2011
From the journal:

Chemical Communications

Nickel-catalyzed reductive cleavage of aryl–oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent†

Mamoru Tobisu,*a   Ken Yamakawa,b   Toshiaki Shimasakia  and  Naoto Chatani*b  

* Corresponding authors

a Frontier Research Base for Global Young Researchers, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
E-mail: tobisu@chem.eng.osaka-u.ac.jp

b Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
E-mail: chatani@chem.eng.osaka-u.ac.jp

Abstract

A nickel-catalyzed reductive deoxygenation of aryl alkyl ethers and aryl pivalates has been developed. Hydrosilanes serve as a mild reducing agent. The present protocol allows the use of a pivalate group as a robust and traceless steering group in arene functionalization reactions.

Graphical abstract: Nickel-catalyzed reductive cleavage of aryl–oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent

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Article information

DOI
https://doi.org/10.1039/C0CC05169A
Article type
Communication
Submitted
25 Nov 2010
Accepted
10 Jan 2011
First published
24 Jan 2011

Chem. Commun., 2011,47, 2946-2948

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Nickel-catalyzed reductive cleavage of aryl–oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent

M. Tobisu, K. Yamakawa, T. Shimasaki and N. Chatani, Chem. Commun., 2011, 47, 2946 DOI: 10.1039/C0CC05169A

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