Development of novel synthetic routes to bis(perfluoroalkyl)-substituted anthracene derivatives

作者:Yamada Shigeyuki*; Kinoshita Keita; Iwama Shota; Yamazaki Takashi; Kubota Toshio; Yajima Tomoko
来源:RSC Advances, 2013, 3(19): 6803-6806.
DOI:10.1039/c3ra40974k

摘要

Commercially available anthraquinones were smoothly converted to either symmetrically or unsymmetrically substituted 9,10-bis(perfluoroalkyl)anthracene-9,10-diols by way of bistrifluoromethylation or successive trifluoromethylation-nucleophilic perfluoroalkylation, respectively, and these diols can be easily aromatized to form bis(perfluoroalkyl) anthracene derivatives in good yields by treatment with a mixture of CBr4 and PPh3. Further cross-coupling reactions using halogen-containing anthracene derivatives realized a successful extension of the original pi-conjugation systems.

  • 出版日期2013