Structure and rearrangement reactions of bis(organosilyl) (organostannyl)hydroxylamines: A joint theoretical/experimental study

摘要

O-Lithium-N,N-bis(tent-butyldimethylsilyl)hydroxylamide reacts with chlorotrimethyl-stannane to give N,O-bis(tert-butyldimethylsilyl)-N-(trimethylstannyl)hydroxylamine (1), the crystal structure of which is presented. The primarily formed N,N-bis(tert-butyldimethylsilyl)O-(trimethylstannyl)hydroxylamine undergoes a dyotropic rearrangement. This reaction mechanism is corroborated by quantum-chemical calculations (B3LYP), partly employing an effective core potential for tin. The possibility for insertion of a stannyl group has been studied by quantum-chemical calculations. The transition states in the various rearrangement reactions of the bis(organylsilyl)stannylhydroxylamine system are discussed in detail. [References: 28]