Issue 10, 2013
From the journal:

Green Chemistry

A new generation of aprotic yet Brønsted acidic imidazolium salts: effect of ester/amide groups in the C-2, C-4 and C-5 on antimicrobial toxicity and biodegradation†

Rohitkumar G. Gore,a   Lauren Myles,b   Marcel Spulak,c   Ian Beadham,a   Teresa M. Garcia,d   Stephen J. Connon*b  and  Nicholas Gathergood*a  

* Corresponding authors

a School of Chemical Sciences and National Institute for Cellular Biotechnology, Dublin City University, Glasnevin, Dublin 9, Ireland
E-mail: Nick.Gathergood@dcu.ie
Fax: +353 17005503

b School of Chemistry, Centre for Synthesis and Chemical Biology, Trinity Biomedical Sciences Institute, University of Dublin, Trinity College, Dublin 2, Ireland
E-mail: connons@tcd.ie
Fax: +353 16712826

c Department of Inorganic and Organic Chemistry, Charles University, Faculty of Pharmacy, Heyrovského 1203, Hradec Králové, Czech Republic

d Department of Surfactant Technology, IQAC-CSIC, Jordi Girona 18-26, 08034 Barcelona, Spain

Abstract

Imidazolium Brønsted acidic catalysts substituted with ester/amides have been assessed for both antimicrobial toxicity and biodegradation. Low toxicity to a screen of 20 microbial strains (12 fungi and 8 bacteria) was demonstrated. Imidazolium salts incorporating either ester or amide groups at N-1, C-2, C-4 and C-5 did not pass the readily biodegradable test (ISO 14593). Catalyst selection based on Traffic Signal Light classification of performance, (eco)toxicity, and efficient synthesis is described.

Graphical abstract: A new generation of aprotic yet Brønsted acidic imidazolium salts: effect of ester/amide groups in the C-2, C-4 and C-5 on antimicrobial toxicity and biodegradation

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Article information

DOI
https://doi.org/10.1039/C3GC40992A
Article type
Paper
Submitted
26 May 2013
Accepted
24 Jul 2013
First published
05 Sep 2013

Green Chem., 2013,15, 2747-2760

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A new generation of aprotic yet Brønsted acidic imidazolium salts: effect of ester/amide groups in the C-2, C-4 and C-5 on antimicrobial toxicity and biodegradation

R. G. Gore, L. Myles, M. Spulak, I. Beadham, T. M. Garcia, S. J. Connon and N. Gathergood, Green Chem., 2013, 15, 2747 DOI: 10.1039/C3GC40992A

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