Reactivity of N-Heterocyclic Stannylenes: Oxidative Addition of Chalcogen Elements to a Chiral NH-Sn System

The reactivity of the racemic N-heterocyclic stannylene [{MeHCN(Bu-t)}Sn] (1) with the chalcogenide elements O-2, S, Se, and Te has been investigated. In the case of the reaction of 1 with molecular oxygen, the cyclic tristannoxane complex [{MeHCN(Bu-t)}(2)Sn( mu-O)](3) (3) was isolated and characterised. NMR studies (H-1, C-13, and Sn-119) show the formation of D-3- and C-2- symmetric assemblies. The reaction of 1 with S, Se, and Te, respectively, yielded the cyclo-distannachalcogenide complexes, [{MeHCN(Bu-t)}(2)Sn( mu-E)] (3) (4: E = S, 5: E = Se, 6: E = Te), again with multinuclear NMR studies proving the formation of C-2- and C-s-symmetric assemblies. Single crystal X-ray diffraction studies have been used to elucidate the molecular structures of the products of oxidative addition, 3, 4, 5, and 6.

Automated summary

The reactivity of the racemic N-heterocyclic stannylene with chalcogenide elements (O-2, S, Se, and Te) was studied. The reaction with molecular oxygen yielded a cyclic tristannoxane complex, while reactions with S, Se, and Te produced cyclo-distannachalcogenide complexes. NMR studies confirmed the formation of symmetric assemblies, and single crystal X-ray diffraction was used to determine the molecular structures of the products.