PH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes

Ian M. Jones, Hannah Lingard, Andrew D. Hamilton

Research output: Contribution to journalArticle

Abstract

The conformational equilibrium of a pH-dependent switch based on an intramolecularly H-bonded diphenylacetylene can be predictably biased by using electron-donating or -withdrawing groups (see scheme). Furthermore, protonation of the electron-donating dimethylamino group converts it into an electron-withdrawing dimethylammonium cation with a concomitant switch in conformation.

Original languageEnglish (US)
Pages (from-to)12569-12571
Number of pages3
JournalAngewandte Chemie - International Edition
Volume50
Issue number52
DOIs
StatePublished - Dec 23 2011

Keywords

  • conformational dynamics
  • diphenylacetylene
  • hydrogen bonding
  • molecular switch
  • pH dependence

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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