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

  • Emma K. Bullough
  • , Colin A. Kilner
  • , Marc A. Little
  • , Charlotte E. Willans*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)2824-2829
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number14
DOIs
Publication statusPublished - 7 Apr 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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