Synthesis of new molecular systems

Abstract

The versatile cyclopropene synthon 1-bromo-2-chlorocyclopropene has been used to synthesize new di- and tricycloproparenes. Treatment of these cycloproparenes with silver ion in chloroform leads to rapid oligomerization via carbocation intermediates to give materials in which the aromatic systems are connected by six-membered rings. The ladder polymer formed by treating the linearly fused dicyclopropanaphthalene with silver ion in chloroform has been characterized by solid state nuclear magnetic resonance spectroscopy.