Intramolecularly Sn–N Coordinated Organotin Hydrides

In recent years, internally Sn–N coordinated organotin hydrides have found an application in organic syntheses, which involve radical chain reactions. Unique reactivity of such hydrides suggests the potential of intramolecular coordination for the control of radical reactions. When the tin hydrides are used in the presence of Lewis acids single-enatiomer outcomes are accessible. This opens a new aspect of free radical chemistry. The intramolecular Sn–N coordination enhances also nucleophilic character of the tin hydrides in reduction of ketones under mild reaction conditions. The occurrence of intramolecular interaction between the nitrogen and tin atoms can be additionally based on the changes in the characteristic values of the 1 H, 13 C, 15 N and 117/119 Sn NMR parameters and their interrelations.