Tribenzotriquinacenes bearing six-fold benzofuran extensions: electron-rich C3v-symmetrical hosts for C60

J Org Chem. 2011 May 6;76(9):3231-8. doi: 10.1021/jo2000918. Epub 2011 Apr 13.

Abstract

New tribenzotriquinacene (TBTQ) hosts bearing six-fold peripheral benzofuran functionalization have been synthesized. The three polycondensed arene wings were shown to operate optically independently and to generate deeply bowl-shaped C(3v)-symmetrical frameworks that act as relatively weak hosts toward C(60), as revealed by (1)H NMR spectroscopy.