Journal
ORGANIC LETTERS
Volume 2, Issue 11, Pages 1525-1528Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0056877
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[GRAPHICS] 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.
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