N-bonded monosilanols: synthesis and characterization of ArN(SiMe₃)SiMe₂Cl and ArN(SiMe₃)SiMe₂OH (Ar = C₆H₅, 2,6-Me₂C₆H₃,2,6-iPr₂C₆H₃)

Abstract

By 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.