Functionalised ionic liquids: synthesis of ionic liquids with tethered basic groups and their use in Heck and Knoevenagel reactions

Stewart Forsyth, U. Frohlich, Peter Goodrich, Nimal Gunaratne, Christopher Hardacre, A. McKeown, Kenneth Seddon

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

A simple and efficient synthesis of a novel series of ionic liquids bearing nucleophilic (Me2N) and non-nucleophilic base ((Pr2N)-Pr-i) functionalities is described. The non-nucleophilic base functionality resembles the structure of the Hunig's base (N, N-diisopropylethylamine), which has been used widely in organic synthesis. A qualitative measure of the basicity of these ionic liquids is presented by utilising their interaction with universal indicator. The basicity of these ionic liquids was found to be dependent on the amine tether and choice of linker between the two nitrogen centres. The relative base strength of these ionic liquids was also probed by using them as catalysts in the Heck and Knoevenagel reactions.
Original languageEnglish
Pages (from-to)723-731
Number of pages9
JournalNew journal of chemistry
Volume34
Issue number4
DOIs
Publication statusPublished - 2010

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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