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Effects of Aromatic Stabilization Energies on Photochromism of New Asymmetrical Azaindole-Containing Diarylethenes

Effects of Aromatic Stabilization Energies on Photochromism of New Asymmetrical Azaindole-Containing Diarylethenes

作     者:Zhiyuan Sun Congcong Zhang Hui Li Congbin Fan Gang Liu Shouzhi Pu 

作者机构:Jiangxi Key Laboratory of Organic Chemistry Jiangxi Science and Technology Normal University Nanchang Jiangxi 330013 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2015年第33卷第7期

页      面:785-791页

核心收录:

学科分类:0821[工学-纺织科学与工程] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 082103[工学-纺织化学与染整工程] 

基  金:This work was supported by the National Natural Science Foundation of China (51373072  21262015  21162011  21363009)  the Project of Jiangxi Advantage Sci-Tech Innovative Team (20142BCB24012)  the Science Funds of Natural Science Foundation of Jiangxi Province (20132BAB203005  20142BAB203005)  and the Project of the Science Funds of Jiangxi Education Office (KJLD12035  GJJ12587  GJJ14592) 

主  题:photochromism diarylethene azaindole aromatic stabilization energy acidichromism fluorescence 

摘      要:Three new asymmetrical diarylethenes containing an azaindole moiety and a variable heteroaryl ring have been synthesized. Their properties, such as photochromism, fatigue resistance, thermal stability, acidichromism, and fluorescence, were systematically investigated to elucidate the effects of aromatic stabilization energies (ASE) of the heteroaryl moieties. The results indicated that thermal stability decreased with the increment of the aromatic stabilization energies of the variable heteroaryl rings in the order of thiazyl〈thienyl〈pyrrolyl. Moreover, the dual switching behaviors of these azaindole-containing diarylethenes were also studied by the stimulation of acid/base and light. Addition of trifluoroacetie acid to the solutions of these diarylethenes resulted in obvious hypochromie shifts, and their N-protonated forms also exhibited favorable photochromism.

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