Conformational ordering of apolar, chiral m-phenylene ethynylene oligomers

Authors
Brunsveld, L Prince, RB Meijer, EW Moore, JS
Citation
L. Brunsveld et al., Conformational ordering of apolar, chiral m-phenylene ethynylene oligomers, ORG LETT, 2(11), 2000, pp. 1525-1528
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
11
Year of publication
2000
Pages
1525 - 1528
Database
ISI
SICI code
1523-7060(20000601)2:11<1525:COOACM>2.0.ZU;2-3
Abstract
[GRAPHICS] A series of m-phenylene ethynylene oligomers containing nonpolar, (S)-3,7-d imethyl-1-octanoxy side chains have been synthesized and studied. In apolar alkane solvents, oligomers of sufficient length (n > 10) were found to ado pt a helical conformation with a large twist sense bias. In contrast, in ch loroform the oligomers adopt a random coil conformation. Surprisingly, the strong twist sense bias was determined to be highly time dependent and is p artially attributed to intermolecular aggregation.