Synthesis 2013; 45(2): 189-192
DOI: 10.1055/s-0032-1317936
paper
© Georg Thieme Verlag Stuttgart · New York

Solvent-Free Preparation of N,N′-Dialkylbenzenediamines

Hsin-Ya Kuo
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, ROC   Fax: +886(2)33668671   Email: stliu@ntu.edu.tw
,
Bei-Sih Liao
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, ROC   Fax: +886(2)33668671   Email: stliu@ntu.edu.tw
,
Shiuh-Tzung Liu*
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan, ROC   Fax: +886(2)33668671   Email: stliu@ntu.edu.tw
› Author Affiliations
Further Information

Publication History

Received: 04 October 2012

Accepted after revision: 03 December 2012

Publication Date:
19 December 2012 (online)


Abstract

A diiridium complex, stabilized by a bis(N-heterocyclic carbene) ligand, was found to be an effective precatalyst for the N,N′-dialkylation of o-, m-, and p-benzenediamine in excellent yields. Benzyl and primary aliphatic alcohols were used as alkylating reagents. Furthermore, the reactions were carried out without using any organic solvent, offering an environmentally benign process.

Supporting Information

 
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