The Quest for Stable Silaaldehydes: Synthesis and Reactivity of a Masked Silacarbonyl.
Debotra SarkarVitaly NesterovTibor SzilvásiPhilipp J AltmannShigeyoshi InouePublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
The first donor-acceptor complex of a silaaldehyde, with the general formula (NHC)(Ar)Si(H)OGaCl3 (NHC=N-heterocyclic carbene), was synthesized using the reaction of silyliumylidene-NHC complex [(NHC)2 (Ar)Si]Cl with water in the presence of GaCl3 . Conversion of this complex to the corresponding silacarboxylate dimer [(NHC)(Ar)SiO2 GaCl2 ]2 , free silaacetal ArSi(H)(OR)2 , silaacyl chloride (NHC)(Ar)Si(Cl)OGaCl3 , and phosphasilene-NHC adduct (NHC)(Ar)Si(H)PTMS unveil its true potential as a synthon in silacarbonyl chemistry.