Convenient Syntheses and Photophysical Properties of 1-Thio- and 1-Seleno-1,3-Butadiene Fluorophores in Rigid Dibenzobarrelene and Benzobarrelene Skeletons

被引:19
作者
Ishii, Akihiko [1 ,2 ]
Annaka, Tatsuro [1 ,2 ]
Nakata, Norio [1 ,2 ]
机构
[1] Saitama Univ, Dept Chem, Fac Sci, Sakura Ku, Saitama 3388570, Japan
[2] Saitama Univ, Grad Sch Sci & Engn, Sakura Ku, Saitama 3388570, Japan
关键词
cycloaddition; fluorescence; naphthalene; selenium; sulfur; LUMINESCENT; ADDITIONS; EMISSION;
D O I
10.1002/chem.201200761
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
No heavy-atom effect: Highly fluorescent, sulfur- or selenium-containing compounds were synthesized by intramolecular [4+2]-cycloadditions between 9-anthryl or 1-naphthyl and alkynyl moieties (see scheme). Their fluorescence is based on a 1-chalcogeno-1,3-butadiene-conjugated system in a rigid skeleton. Some of them are also highly fluorescent in the solid state. The monoxide of Mbb-S is more fluorescent in the solid state (φ F=0.6) than in solution (φ F<0.02). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6428 / 6432
页数:5
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