Molecular thermal hysteresis in helix-dimer formation of sulfonamidohelicene oligomers in solution

Masanori Shigeno, Yo Kushida, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

Sulfonamidohelicene oligomers up to the nonamer level were synthesized by the repeated coupling reactions of a building block. A tetramer formed a helix dimer in 1,3-difluorobenzene, which unfolded to a random coil with heating. This structural change exhibited thermal hysteresis in which different thermal responses were observed in the course of temperature increase and decrease. The feature of the hysteresis was examined under different heating/cooling modes, and the mechanisms are discussed on the basis of the population change and the presence of an induction period. A proposal regarding the use of thermal hysteresis for sensing a temperature increase/decrease is also given.

Original languageEnglish
Pages (from-to)10226-10234
Number of pages9
JournalChemistry - A European Journal
Volume19
Issue number31
DOIs
Publication statusPublished - 2013 Jul 29

Keywords

  • dimerization
  • helical structures
  • oligomers
  • sulfonamides
  • thermodynamics

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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