Facile Synthesis of Benzimidazole and Benzothiazole Compounds Mediated by a Zinc Precatalyst Supported by an Iminopyrrole‐Morpholine Ligand

Bano, Kulsum and Kisan, Devadkar Ajitrao and Panda, Tarun K. (2022) Facile Synthesis of Benzimidazole and Benzothiazole Compounds Mediated by a Zinc Precatalyst Supported by an Iminopyrrole‐Morpholine Ligand. European Journal of Inorganic Chemistry, 2022 (10). ISSN 1434-1948

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Abstract

Three zinc complexes, with the general formula {κ2-C4H3NH[2-CH=NCH2CH2N(CH2CH2)2O]ZnX2} [X=Cl (2 a), Br (2 b), I (2 c)], supported by a neutral iminopyrrole-morpholine ligand, were synthesized by the reaction between {C4H3NH-2-[CH=NCH2CH2N (CH2CH2)2O]} (1) and anhydrous zinc dihalides (ZnCl2, ZnBr2, ZnI2) at ambient temperature in dry methanol. The zinc complexes were fully characterized using multinuclear NMR spectroscopic techniques and the molecular structures of complexes 2 a and 2 c in their solid states were determined by single-crystal X-ray diffraction analysis. The zinc diiodo complex (2 c) proved to be a competent precatalyst in the formation of a wide range of benzimidazole and benzothiazole compounds, via aerobic oxidative condensation of several benzylamines with o-phenylenediamine, N-phenyl-o-phenylene-diamine, and o-mercaptoaniline. The benzimidazole and benzothiazole derivatives were successfully characterized using 1H and 13C{1H} NMR spectroscopy. © 2022 Wiley-VCH GmbH.

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IITH Creators:

IITH Creators	ORCiD
Panda, Tarun K	http://orcid.org/0000-0003-0975-0118

Item Type:

Article

Additional Information:

This work was supported by the Department of Chemistry, Indian Institute of Technology Hyderabad (IITH). K.B. and A.D. thank CSIR (09/1001(0028)/2017-EMR-1) and UGC, India, respectively, for their Ph.D. fellowships. We sincerely thank the reviewers for their valuable comments which helped in improving the manuscript.

Uncontrolled Keywords:

Benzimidazole; Benzthiazole; Iminopyrrole-morpholine; Oxidative coupling; Zinc

Subjects:

Chemistry

Divisions:

Department of Chemistry

Depositing User:

. LibTrainee 2021

Date Deposited:

02 Jul 2022 09:14

Last Modified:

13 Jul 2022 10:39