Designing hydroxy-functionalized chiral salen ligand and its use in the synthesis of dioxadiazasilamacroheterocycles

Abstract

Synthesis of dioxadiazasilamacroheterocycles is described. The key step involves the initial synthesis of symmetrical hydroxyl-functionalized chiral salen ligand, N, N-bis(2- hy droxy acetophenony lidene)-1, 2-diaminocy clohexane followed by sequential deprotonation with NaH to form dianion intermediate in situ, which reacts with diorganodichlorosilanes to furnish desired heterocycles. The products have been characterized by satisfactory elemental analyses and spectral (IR, 1H 13C, 29Si NMR and mass) studies.