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Paper | Special issue | Vol 90, No. 1, 2015, pp.515-528
Published online, 7th August, 2014
DOI: 10.3987/COM-14-S(K)51
A New Class of Structurally Simple and Highly Emissive Fluorophores with a Pyridine–Acetylene–Phenol Conjugate

Yuki Ohishi, Hajime Abe,* and Masahiko Inouye*

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

Abstract

A model compound for pyridine–acetylene–phenol conjugates was prepared, and its hydrogen-bonding and spectroscopic properties were studied. Pyridine and phenol moieties worked as a hydrogen-bonding acceptor and an donor, respectively, so that the conjugate model efficiently bound to MeOH. The absorption and fluorescence spectra showed remarkable additive effects against acid and base, illustrating the application of the conjugates to recognition-sensitive fluorophores.