Organosilicon compounds of the furan series

Abstract

The proton magnetic resonance spectra of 2-furylsilanes, β-(2-furyl)ethylsilanes, and 2-(triethylsilyl)-5-methylfuran are investigated. It is found that in 2-furylsilanes the values of the chemical shifts of protons in the furan ring and methyl groups attached to silicon is a function of the total inductive effect of those groups. With 2-furylsilanes, unlike the β-(2-furyl)ethylsilanes, the dπ-pπ interaction of the 3d orbitals of the silicon with the π electrons of the furan ring makes a significant contribution to the chemical shifts of the protons of the heterocyclic ring.