Issue 53, 2012
From the journal:

Chemical Communications

Metal-free arylation of benzene and pyridine promoted by amino-linked nitrogen heterocyclic carbenes†

Wen-Ching Chen,a   Yu-Chen Hsu,ab   Wei-Chun Shih,a   Ching-Yu Lee,ac   Wen-Han Chuang,ad   Yi-Fang Tsai,a   Peter Ping-Yu Chen*e  and  Tiow-Gan Ong*a  

* Corresponding authors

a Institute of Chemistry, Academia Sinica, Nangang, Taipei, Taiwan, Republic of China
E-mail: tgong@chem.sinica.edu.tw

b Institute of Organic and Polymeric Materials, National Taipei University of Technology, Taipei, Taiwan, Republic of China

c Taipei Municipal University of Education, Taiwan, Republic of China

d Department of Chemistry, Tamkang University, Taiwan, Republic of China

e Department of Chemistry, National Chung Hsing University, Taiwan, Republic of China

Abstract

An amino-linked nitrogen heterocyclic carbene (amino-NHC), 1-tBu, has been shown to mediate carbon–carbon coupling through the direct C–H functionalization of benzene and pyridine in the absence of a metal catalyst. Using EPR, the first spectroscopic evidence corroborating the single electron transfer mechanism for the metal-free carbon–carbon coupling manifold, as reported by others, is introduced.

Graphical abstract: Metal-free arylation of benzene and pyridine promoted by amino-linked nitrogen heterocyclic carbenes

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Article information

DOI
https://doi.org/10.1039/C2CC32519E
Article type
Communication
Submitted
08 Apr 2012
Accepted
08 May 2012
First published
09 May 2012

Chem. Commun., 2012,48, 6702-6704

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Metal-free arylation of benzene and pyridine promoted by amino-linked nitrogen heterocyclic carbenes

W. Chen, Y. Hsu, W. Shih, C. Lee, W. Chuang, Y. Tsai, P. P. Chen and T. Ong, Chem. Commun., 2012, 48, 6702 DOI: 10.1039/C2CC32519E

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