Dual Emission and Mechanofluorochromism of a V-Shaped π-System Composed of Disulfonyl-Substituted Dibenzocyclooctatetraenes

作者:Nishida, Takanori; Ohta, Shinya; Xu, Feng; Shinohara, Kenta; Kamada, Takahiro; Akashi, Haruo; Takezaki, Makoto; Wakamatsu, Kan; Orita, Akihiro*
来源:Organic Letters, 2016, 18(16): 3988-3991.
DOI:10.1021/acs.orglett.6b01786

摘要

A series of dibenzocydooctatetraenes 6 bearing plienylethynyi and phenylsulfonyl groups were synthesized from bromo-substituted formylbenzyl sulfone 4 via cyclic ditherization of 4 :and Sonogashira coupling of the resulting dibromocydooctatetraerie 3 with terminal acetylenes. The diamino derivative 6b exhibited dual emission with emission -maxima at 436 and 547 nm. Furthermore, in the fluorescence of 6b, solvatofluorochromism was observed in response to solvent polarity, whereas in the solid states, mechanofluorochromism was observed.

  • 出版日期2016-8-19