Synthesis of Monodisperse Naphthalene Dendrons for the Application of Dendrimers

Abstract

Syntheses of dendrons for dendrimer applications are described using napthyl and urethane derivatives. The napthol, 1-(3-hydroxy-6-(methoxymethoxy)naphthalen-1-yl)ethan-1-one (h), was synthesized by employing Au-catalyzed cyclization of the corresponding propargylic carboxylates. Polynapthol dendrons (i, j, k, and l) were prepared from substitution reactions of napthyl derivative h with alkyl/aryl halides under basic conditions. Branched polyurethane compounds (q, r, and s) were also prepared from addition reactions of 1,3,5-tris(6-isocyanteohexyl)-1,3,5-triazine-2,4,6-trione (p) with various alcohols under Lewis acidic conditions. The photophysical properties of the synthesized compounds h, k, and j were studied.