Issue 7, 1992

Synthesis and absorption/emission spectroscopic properties of bis(phenylethynyl)benzenes and 9,10-bis(phenylethynyl)anthracenes

Abstract

A series of bis(phenylethynyl)benzenes 3 and 9,10-bis(phenylethynyl)anthracenes 4 was synthesized by bromination–dehydrobromination reaction or newly developed direct C[triple bond, length half m-dash]C triple bond formation reaction from styrylstilbenes 1 or distyrylanthracenes 2. Subsequently systematic investigations were carried out on their absorption and fluorescence spectra, and their chemiluminescence properties. The following points are apparent; (a) a linear relationship between ν[> with combining macron] and Hammett's σp of compounds 3 and 4 was observed, (b) a significant relationship between the Stokes' shift of 4 and σp was observed and (c) in the series of compounds 4 the electron-donating ability of the substituents has a pronounced effect on the chemiluminescence properties.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 755-758

Synthesis and absorption/emission spectroscopic properties of bis(phenylethynyl)benzenes and 9,10-bis(phenylethynyl)anthracenes

S. Nakatsuji, K. Matsuda, Y. Uesugi, K. Nakashima, S. Akiyama and W. Fabian, J. Chem. Soc., Perkin Trans. 1, 1992, 755 DOI: 10.1039/P19920000755

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