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Updated: Jun 27, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
[Study on styrene derivatives with stilbene-like pendant: synthesis and the fluorescence properties]
Zhen-xing Ye1, Xue-wei Xia, Jian-mei Lu
1Chemistry Department of Suzhou University, Suzhou 215123, China.
Abstract:
A series of styrene derivatives with stilbene-like pendant were synthesized through heterogeneous Wittig reaction of triphenyl-(4-vinyl)-benzylphosphornium chloride with aromatic aldehydes. The substituted styrenic monomer, 4-(2-aryl)-vinyl-styrene, was strongly photoluminescent in solution and in solid state. Introduced electron-pushing substituents and lengthened conjugation both enhanced the emission intensity and led to a red shift of emission bands, with the maximum emission wavelength shifted from 378 to 494 nm. The fluorescece quantum efficiencies were determined by employing quinine sulfate as reference; and 4-(2-anthryl)-vinyl-styrene (AVS) possessed the highest quantum efficiency (lambda = 494 nm, phi(f) = 0.635).
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