Remarkable influence of substituent in ionic liquid in control of reaction: simple, efficient and hazardous organic solvent free procedure for the synthesis of 2-aryl benzimidazoles promoted by ionic liquid, [pmim]BF4

Debasree Saha; Amit Saha; Brindaban C. Ranu

doi:10.1039/B823543K

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Remarkable influence of substituent in ionic liquid in control of reaction: simple, efficient and hazardous organic solvent free procedure for the synthesis of 2-aryl benzimidazoles promoted by ionic liquid, [pmim]BF₄†

Debasree Saha,^a Amit Saha^a and Brindaban C. Ranu*^a

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* Corresponding authors

^a Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata, India
E-mail: ocbcr@iacs.res.in

Abstract

A simple and efficient procedure for the synthesis of 2-substituted benzimidazoles has been developed by a one-pot reaction of o-phenylenediamine with aromatic aldehydes in the presence of an ionic liquid, 1-methyl-3-pentylimidazolium tetrafluoroborate, [pmim]BF₄ at room temperature in open air without any organic solvent. The ionic liquid is recycled. A remarkable influence of the substituent on the imidazolium unit of the ionic liquid on the outcome of the reaction is observed.

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Supplementary files

Copies of 1H NMR, 13C NMR and HRMS spectra of all theproducts listed in Table 2, copies of 1H NMR spectra of ionicliquid, BF4 of the fresh and recovered (after reaction) samples andcopies of 1H NMR and HRMS spectra of compounds obtained as productslisted in entries 8 and 10, Table 3 PDF (600K)

Article information

DOI: https://doi.org/10.1039/B823543K
Article type: Paper
Submitted: 05 Jan 2009
Accepted: 11 Feb 2009
First published: 04 Mar 2009

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Green Chem., 2009,11, 733-737

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Remarkable influence of substituent in ionic liquid in control of reaction: simple, efficient and hazardous organic solvent free procedure for the synthesis of 2-aryl benzimidazoles promoted by ionic liquid, [pmim]BF₄

D. Saha, A. Saha and B. C. Ranu, Green Chem., 2009, 11, 733 DOI: 10.1039/B823543K

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