Synthesis, Crystal Structure, and Photophysical Properties of (1<i>E</i>,3<i>E</i>,5<i>E</i>)-1,3,4,6-Tetraarylhexa-1,3,5-trienes: A New Class of Fluorophores Exhibiting Aggregation-Induced Emission
作者:Masaki Shimizu、Hironori Tatsumi、Kenji Mochida、Katsuhiro Shimono、Tamejiro Hiyama
DOI:10.1002/asia.200900110
日期:2009.8.3
para position of the 3,4‐diphenyl groups induced a bathochromic shift of emission maxima with good solid‐state quantum yields. Thus, the tetraarylated triene framework is found to serve as a new class of fluorophores that exhibit aggregation‐induced emission.
(E)-2,3-二芳基-1,4-双(二乙基膦酰基)丁-2-烯与(对位取代的)苯甲醛的双霍纳-沃兹沃思-埃蒙斯反应得到(1 E,3 E,5 E)- 1,3,4,6-四芳基六-1,3,5-三烯,中等至良好的收率。与在母体1,3,4,6-四苯基六-1中相比,在1,HCl-二苯基对位上取代吸电子或供电子基团导致在CHCl 3中测得的紫外光谱有轻微的红移。,3,5-三烯 尽管在CHCl 3中所有三烯均未观察到荧光,它们以粉末形式显着发射可见光,量子产率为0.15–0.44。在3,4-二苯基的对位引入氨基会导致发射最大值发生红移,并具有良好的固态量子产率。因此,发现四芳基化的三烯骨架可作为一类新的荧光团,表现出聚集诱导的发射。