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Synthesis 2014; 46(02): 212-224
DOI: 10.1055/s-0033-1340286
paper
© Georg Thieme Verlag Stuttgart · New York

Modular Approach to the Synthesis of Polydentate NHC-Ligand Precursors (Benzimidazolium Salts) Containing Axial Chiral 1,1′-Binaphthyl via Pd-Catalyzed N-Arylation of 1,2-Diaminobenzene

Shifa Zhu*
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
,
Chao Wang
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
,
Songxian Zhao
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
,
Yelin Xiao
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
,
Lang Hu
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
,
Zhipeng Huang
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P. R. of China   Fax: +86(20)87113735   Email: zhusf@scut.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 16 September 2013

Accepted after revision: 28 October 2013

Publication Date:
25 November 2013 (online)

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Abstract

A convenient and efficient modular approach to the synthesis of polydentate NHC ligand precursors (benzimidazolium salts) containing axial chiral 1,1′-binaphthyl from 1,2-diaminobenzene and BINOL has been developed. The benzimidazolium salts could be regarded as the potential bidentate, tridentate, and tetradentate NHC ligand precursors.

Key words

NHC - benzimidazolium salt - N-arylation - Pd-catalyzed

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
  • Supporting Information
 

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