Cleavage of C–O and C–H bonds in ethers by a genuine SiO bond

Abstract

An isolable three-coordinate dialkylsilanone without substantial electronic stabilization reacts with several ethers resulting in the cleavage of the C–O or C–H and C–O bonds in the ethers which have not been observed for the hitherto-known electronically stabilised isolable SiO species. The formation of the Lewis base (DMAP and MTHP) complexes of the dialkylsilanone and the DFT calculations elucidated that the coordination of the ethereal oxygen atom to the Lewis acidic Si atom of the genuine SiO bond is a key interaction for the reaction.