Conformational ordering of apolar chiral m-phenylene ethynylene oligomers

L. Brunsveld, R.B. Prince, E.W. Meijer, J.S. Moore

Research output: Contribution to journalArticleAcademicpeer-review

66 Citations (Scopus)


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
Pages (from-to)1525-1528
Number of pages4
JournalOrganic Letters
Issue number11
Publication statusPublished - 2000


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