α-Silyl amines as electron donors: application in synthetic organic chemistry.

Autor: Lazareva, N. F., Lazarev, I. M.
Předmět:
Zdroj: Russian Chemical Bulletin; Apr2024, Vol. 73 Issue 4, p761-786, 26p
Abstrakt: α-Silyl amines are unique organosilicon compounds containing a geminal NCH2Si fragment. The introduction of a triorganylsilyl group at α-position to the nitrogen atom decreases the ionization potential and promotes an electron transfer with the formation of the corresponding radical cation. The review discusses methods for generating α-silyl amine radical cations (electrochemical, chemical, and photochemical) and also generalizes and systematizes reactions of α-silyl amines which include the stage of single-electron transfer. Single-electron oxidation of neutral α-silyl amines is a simple and efficient approach to highly reactive C-centered α-aminoalkyl radicals, which are very attractive from the point of view of synthetic organic chemistry in terms of the formation of new carbon—carbon bonds. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index