Silaamidide salts: Synthesis, structure, and reactions

Article abstract of DOI:10.1021/ja00022a035

Five silaamidides have been prepared and characterized: lithium N,N'-bis(2,4,6-tri-tert-butylphenyl)phenylsilaamidide (2), lithium N,N'-bis(2,4,6-tri-tert-butylphenyl)chlorosilaamidide (5), lithium N,N'-bis(2,4,6-tri-tert-butylphenyl)-n-butylsilaamidide (6), lithium N,N'-bis(2,4,6-tri-tert-butylphenyl)-tert-butylsilaamidide (7), and potassium N,N'-bis(2,4,6-tri-tert-butylphenyl)chlorosilaamidide (8). Reactions of silaamidides with alcohols, amines, hydrogen bromide, n-butyllithium, and benzaldehyde are described. The structure of 7·(12-crown-4)(THF) was determined by X-ray analysis: crystals are orthorhombic, space group Pna2₁; a = 16.289 (7), b = 17.991 (8), c = 17.965 (8) A?; V = 5265 (4) A?³; d_calcd = 1.084 g/mL for Z = 4; R = 5.05%. The Si-N bond distances are 1.594 and 1.626 A?, and the Si and attached N, N, and C atoms are coplanar.