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Paper | Special issue | Vol 88, No. 1, 2014, pp.547-557
Published online, 30th July, 2013
DOI: 10.3987/COM-13-S(S)78
Preparation and Spectroscopic Study of Alternate meta-Ethynylpyridine Oligomer Involving 2,4,6-Trisubstituted and 3,5-Disubstituted Pyridine Rings

Hajime Abe,* Daiki Suzuki, Ayako Shimizu, and Masahiko Inouye*

*Graduate School of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama, 930-0194, Japan

Abstract

A new type of ethynylpyridine cooligomer which consists of 3,5- and 2,6-pyridylene units alternately linked with acetylene bonds was prepared by repeating Sonogashira reaction. 1H NMR study suggested that this cooligomer associates with methanol by hydrogen-bonding at the pyridine units. Intramolecular excimer emission was observed around 540 nm by fluorescence measurement, indicating the formation of helical conformation. Weak induced CD was observed by the addition of octyl glucoside as a guest.