Department of Chemistry
A facile approach to the synthesis of substituted dibenzofulvenes-precursors to pi-stacked poly(dibenzofulvene)s
A series of novel substituted (2-methoxy, 2-nitro, 2-bromo, 2-iodo, 2-cyano, and 2-acetyl) and disubstitiuted (2-bromo-7-methoxy, 2-bromo-7-propoxy, 2-bromo-7-hexoxy, 2-nitro-7-propoxy, 2-nitro-7-hexoxy, and 2,7-di-bromo) dibenzofulvenes have been prepared from the corresponding fluorenes with fair to very good overall yields (35.7-66.7%) based on the Wittig chemistry. The new approach enjoyed much simpler experimental procedures and has the advantage of higher functional group tolerance. Preliminary results on their polymerization using solution free-radical approach are also presented. © 2010 Elsevier Ltd. All rights reserved.
9-Fluorenyltriphenylphosphonium bromide, Dibenzofulvene, Wittig
Source Publication Title
Wong, Michael Y., and Louis M. Leung. "A facile approach to the synthesis of substituted dibenzofulvenes-precursors to pi-stacked poly(dibenzofulvene)s." Tetrahedron 66.22 (2010): 3973-3977.