Benzimidazole synthesis via oxidative condensation of 1,2-diaminoarenes with primary amines using MOF-235 as an effective heterogeneous catalyst

Nguyen Thi Ngoc Tran * , Lieu Ngoc Thien , Phan Thanh Son Nam , Dang Thi Hang and Dang Huynh Giao

* Corresponding authorNguyen Thi Ngoc Tran

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Received: 27 Dec 2017
Revised: 09 Mar 2018
Accepted: 30 Nov 2018
Published: 03 Nov 2018
DOI: 10.22144/ctu.jen.2018.042
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Nguyen, T. N. T., Lieu, N. T., Phan, T. S. N., Dang, T. H., & Dang, H. G. (2018). Benzimidazole synthesis via oxidative condensation of 1,2-diaminoarenes with primary amines using MOF-235 as an effective heterogeneous catalyst. CTU Journal of Innovation and Sustainable Development , 54(10), 88-95. https://doi.org/10.22144/ctu.jen.2018.042
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No. 10 (2018)

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Abstract

Iron-organic framework MOF-235 was synthesized from 1,4-benzenedicarboxylic acid and iron(III) chloride by a solvothermal method. Physical characterizations of the solid catalyst were achieved by using a variety of different techniques. The  Fe-MOF was used as an productive heterogeneous catalyst for the synthesis of benzimidazoles via oxidative condensation of primary amines with 1,2-diaminoarenes.  The MOF-235 was found to be more catalytically active for the oxidative condensation of primary amines with 1,2-diaminoarenes than other MOFs. Leaching tests verified that the cyclization of 1,2-phenylenediamine with benzylamine to generate 2-phenyl-1H-benzo[d]imidazole was only possible in the presence of the iron-based framework catalyst, thus indicating that the transformation progressed via truly heterogeneous catalysis.
Keywords: 1, 2-diaminoarenes, benzimidazoles, condensation, cyclization, MOF-235

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