PH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes

Ian M. Jones, Hannah Lingard, Andrew 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

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Electrons
Switches
Protonation
Conformations
Cations
Positive ions
biphenylacetylene

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

PH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes. / Jones, Ian M.; Lingard, Hannah; Hamilton, Andrew.

In: Angewandte Chemie - International Edition, Vol. 50, No. 52, 23.12.2011, p. 12569-12571.

Research output: Contribution to journalArticle

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