Dianion cyclization strategy for the synthesis of macrosilaheterocycles

Abstract

A practical and efficient method for the preparation of silaheterocycles is described. The key step involves the initial formation of symmetrical chiral ditopic ligand, N,N′-1,2-cyclohexylenebis(salicylideneimine) followed by sequential deprotonation with NaH to form dianion intermediate, which reacts with diorganodichlorosilanes to furnish dibenzodioxadiazasilamacrocycles. The products were characterized by satisfactory elemental analyses and spectral (IR, 1H, 13C, 29Si NMR, and Mass) studies. © 2008 Wiley Periodicals, Inc.