Synthesis of benzo fused dioxadiazasilamacrocycles via remote dianion cyclization

An efficient and facile protocol for the synthesis of hitherto unreported benzo fused dioxadiazasilamacrocycles has been developed by intermolecular nucleophilic substitution of remote dianions generated in situ from symmetric and unsymmetric Schiff base ligands. The key step involves the initial formation of remote dianion from sequential deprotonation of phenolic OH groups of Schiff base ligands, followed by attack to suitable dichlorodiorganosilanes leading to desired compounds in good yields and high purity.