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 

机构地区：[1]Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, Jiangxi 330013, China

出　　处：《Chinese Journal of Chemistry》2015年第7期785-791,共7页中国化学（英文版）

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）.

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.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.

关 键 词：PHOTOCHROMISM DIARYLETHENE AZAINDOLE aromatic stabilization energy ACIDICHROMISM fluorescence 

分 类 号：O629.4[理学—有机化学] TS193[理学—化学]