New type of reactions of stannylenes with organic azides: Theoretical study

Formation of an Imino‐Stabilized Cyclic Tin(II) Cation from an Amino(imino)stannylene

“…Zemlyansky and co‐workers described the synthesis of the dimeric tin(II) azide [(N 3 )Sn(μ‐O)(CH 2 ) 2 NMe 2 ] 2 ( VII ) by reaction of the base‐stabilized stannylene Sn(O(CH 2 ) 2 NMe 2 ) 2 ( VI ) with N 3 SiMe 3 , which proceeds via elimination of Me 3 SiO(CH 2 ) 2 NMe 2 (Scheme ) 14. Theoretical calculations indicated that the formation of [(N 3 )Sn(μ‐O)(CH 2 ) 2 NMe 2 ] 2 involves ligand redistribution reactions between Sn(O(CH 2 ) 2 NMe 2 ) 2 and N 3 SiMe 3 15. Moreover, the study revealed that the formation of a stannaimine is kinetically disfavored for this system.…”

Comparison of reactivity of C,N-chelated and Lappert’s stannylenes with trimethylsilylazide

“…The last type, heteroleptic stannyleneazide (J) formation was also studied theoretically. 14 On the other hand, the reaction of a metal(IV) halide (Si, Ge, Sn, Pb) with, for example, sodium azide, leading to species of type K 12b, 15 is the most reported procedure for a metal azide formation.…”

C,N-Chelated organotin(iv) azides: synthesis, structure and use within click chemistry

“…The reactivity of some stannylenes (tin(II) complexes) towards Me 3 SiN 3 has been studied from an experimental 9 as well as theoretical point of view. 9c , 10 We have recently described the solution behaviour and solid state structures of two monomeric tin(IV) azides bearing either chelating or bulky bis(trimethylsilyl)amido ligands. These species were obtained by the oxidation of the corresponding stannylene with Me 3 SiN 3 .…”