N‐Bonded Monosilanols: Synthesis and Characterization of ArN(SiMe3)SiMe2Cl and ArN(SiMe3)SiMe2OH (Ar = C6H5, 2,6‐Me2C6H3,2,6‐iPr2C6H3)

Abstract

AbstractBy the use of aniline and the sterically hindered aromatic primary amines, 2,6‐Me2C6H3NH2 and 2,6‐iPr2C6H3NH2, N‐bonded monochlorosilanes, ArN(SiMe3)SiMe2Cl [Ar = C6H5 (1a), Ar = 2,6‐Me2C6H3 (1b) and Ar = 2,6‐iPr2C6H3 (1c)] have been prepared by a sequential deprotonation at the nitrogen followed by reaction with silyl chlorides. Hydrolysis of the N‐bonded monochlorosilanes afforded the N‐bonded monosilanols ArN(SiMe3)SiMe2OH [Ar = C6H5 (2a), Ar = 2,6‐Me2C6H3 (2b) and Ar = 2,6‐iPr2C6H3 (2c)]. The X‐ray crystal structure of 1c reveals a positional disorder of the Cl and CH3 substituents on silicon. The X‐ray crystal structure of 2c shows that it is involved in an intermolecular O–H···O hydrogen bonding in the solid state to afford a dimeric structure containing the O2H2 ring. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)