Helical twist sense bias in oligo(phenylene ethynylene)s induced by an optically active flexible tether

Mary S. Gin, Jeffrey S. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

(equation presented) A series of tethered phenylene ethynylene oligomers, which undergo a solvent-dependent conformational transition from a random coil to a helix, has been synthesized. The use of trimethylsilyl ether protecting groups on the (+)-tartaric acid-derived tether results in the formation of helices with a large twist sense bias. In contrast, an isopropylidene ketal protecting group or no protecting group is not only ineffective at helical discrimination but may even inhibit helix formation.

Original languageEnglish (US)
Pages (from-to)135-138
Number of pages4
JournalOrganic Letters
Volume2
Issue number2
DOIs
StatePublished - Jan 27 2000

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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