Conformational Ordering of Apolar, Chiral m-Phenylene Ethynylene Oligomers

Luc Brunsveld, Ryan B. Prince, E. W. Meijer, Jeffrey S. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

(Equation Presented) A series of m-phenylene ethynylene oligomers containing nonpolar, (S)-3,7-dimethyl-1-octanoxy side chains have been synthesized and studied. In apolar alkane solvents, oligomers of sufficient length (n > 10) were found to adopt a helical conformation with a large twist sense bias. In contrast, in chloroform the oligomers adopt a random coil conformation. Surprisingly, the strong twist sense bias was determined to be highly time dependent and is partially attributed to intermolecular aggregation.

Original languageEnglish (US)
Pages (from-to)1525-1528
Number of pages4
JournalOrganic Letters
Volume2
Issue number11
DOIs
StatePublished - Jun 1 2000

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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