C-ORGANOSTANNYL, N-ORGANOSTANNYL AND C,N-ORGANOSTANNYL TETRAZOLES - SYNTHESIS, CHARACTERIZATION AND REACTIVITY

Open-chain C,N-organostannyl tetrazoles, R2R'Sn(CH2)nCN4SnBu3 (n = 2 or 3, R2R' = Ph3; n = 2, R2R' = Bu2Ph), have been synthesised by a [3 + 2] cycloaddition reaction between R3Sn(CH2)nCN and SnBu3(N3). Prolonged heating of the reaction mixture yields the novel bicyclic species C,N-R2Sn(CH2)nCN4 (n = 2 or 3, R = Ph; n = 2, R = Bu). The reaction chemistry of both classes of compound has been studied, along with a reinvestigation of the parent 5-organo(N-triorganostannyl)tetrazoles RCN4SnR'3, by C-13 and Sn-119 NMR spectroscopy. The crystal structure of 2,2-diphenyl-1,7,8,9-tetraaza-2-stannabicyclo[4.3.0]nona-6,8-diene has also been determined.