Issue 34, 2020

Direct synthesis of 2-substituted benzimidazoles via dehydrogenative coupling of aromatic-diamine and primary alcohol catalyzed by a Co complex

Abstract

A Co(II) complex with a stable structure was designed and synthesized with quinalic acid and Co (OAc)2ยท4H2O. The single crystal structure of the complex was characterized by X-ray diffraction. A dehydrogenative coupling of aromatic diamines and primary alcohols was developed by using the Co(II) complex as the catalyst to synthesize 2-substituted benzimidazole. A series of 2-substituted benzimidazoles were obtained with good to excellent yields under mild reaction conditions. In addition, a compound with inhibitory Parkinson's activity was synthesized on a gram-scale by using this method. Finally, the reaction mechanism was proposed and the energy changes in the reaction process were simulated by density functional theory (DFT).

Graphical abstract: Direct synthesis of 2-substituted benzimidazoles via dehydrogenative coupling of aromatic-diamine and primary alcohol catalyzed by a Co complex

Supplementary files

Article information

Article type
Paper
Submitted
18 Jul 2020
Accepted
27 Jul 2020
First published
27 Jul 2020

New J. Chem., 2020,44, 14490-14495

Direct synthesis of 2-substituted benzimidazoles via dehydrogenative coupling of aromatic-diamine and primary alcohol catalyzed by a Co complex

M. Zuo, W. Guo, Y. Pang, R. Guo, C. Hou, S. Sun, H. Wu, Z. Sun and W. Chu, New J. Chem., 2020, 44, 14490 DOI: 10.1039/D0NJ03619F

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