In this paper we present the synthesis of a tetrahedral oligofluorene-functionalized adamantane, via an iterative synthetic approach, using Suzuki coupling methodology. Tetraphenyladamantane with two fluorene units on each arm were successfully synthesized. These tetrahedral oligofluorene adamantane cores exhibited good optical and thermal properties. One problem in this synthesis of these materials was that the homocoupling of the core became more prevalent as the molecular size increased. This is possibly a common defect in many controlled synthesis of large polyarenes.
Pd-coupling - ipso-substitution - conjugation - organometallic reagents - silylation
