In order to synthesize a peripherally rigid dendritic donor–acceptor dyad for energy transfer studies, a tritolan dendron based on a tetraphenylmethane scaffold was prepared from New Fuchsin. The dendron showed a small degree of homoconjugation but a large hypochromic effect. Coupling of two such dendrons with an anthracene core led to a dendritic tolan–anthracene dyad whose steady state photophysical studies (UV, PL,
