N-Silylamines in catalysis: synthesis and reactivity. Issue 66 (5th August 2022)

• Record Type: Journal Article
• Authors: Verma, Vani; Koperniku, Ana; Edwards, Peter M.; Schafer, Laurel L.
• Is Part Of: Chemical communications. Volume 58:Issue 66(2022)
• Page Start: 9174
• Page End: 9189
• Publication Date: 2022-08-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc02915d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Efficient catalytic routes to prepare electronically and sterically distinct silylamine building blocks for the step-economic synthesis of amines and N-heterocycles. Abstract : A summary of the catalytic synthesis and reactivity of N -silylated amines is presented. Dehydrocoupling of amines with silanes, hydrosilylation of imines and dealkenylative coupling of amines with vinylsilanes are three ways to achieve their catalytic syntheses. The resultant N -silylamines serve as substrates in a variety of reactions, including C–N and C–C bond forming reactions, and are preferred in transformations because of the facile Si–N hydrolytic cleavage to reveal free amine products upon reaction completion. This review highlights the distinct electronic properties of N -silyl amines, N -silyl imines and N -silyl enamines that result in complementary reactivity to that of parent non-silyl variants.