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

By the use of aniline and the sterically hindered aromatic primary amines, 2,6-Me2C6H3NH2 and 2,6-iPr2C6H3NH2, Nbonded 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 Nbonded 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.