Issue 14, 2012

Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

Abstract

Neutral tetrakis(methylimidazole) (1) and the novel cationic tetrakis(methylimidazolium) (2) calixarenes have been prepared and their solid-state and solution behaviour examined. The neutral imidazole forms a mono-zwitterion at elevated temperature, a feature that has been observed both in solution and in the solid-state. The cationic imidazolium exhibits a range of hydrogen bond interactions with anions, with the titration curves upon binding to basic anions suggesting sequential binding to both the upper and lower rims.

Graphical abstract: Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

Supplementary files

Article information

Article type
Paper
Submitted
02 Dec 2011
Accepted
02 Feb 2012
First published
03 Feb 2012

Org. Biomol. Chem., 2012,10, 2824-2829

Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

E. K. Bullough, C. A. Kilner, M. A. Little and C. E. Willans, Org. Biomol. Chem., 2012, 10, 2824 DOI: 10.1039/C2OB07025A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements