Organotin(IV) complexes with imidazo[1,2-a]pyridines

The three-components reaction of dimethyltin dibromide with imidazo[1,2-a]pyridine and allyl bromide in ethanol affords an ionic complex, bis(1-allylimidazo[1,2-a]pyridinium) dimethyltetrabromostannate(II). X-ray crystal structure analysis of the complex reveals the tin atom to be hexacoordinated, forming a dianion. Organotin(IV) halides on reacting with imidazo[1,2-a]pyridines yield 1:2 complexes. The X-ray crystal structure analysis of such a complex shows the tin atom to be hexacoordinated, with two imidazo[1,2-a]pyridine molecules coordinated through the N1 atom. Bis(imidazo[1,2-a]pyridine)dimethyltin dibromide does not show any reactivity towards allyl bromide or 1-(1-pyrrodinyl)cyclohexene, even on refluxing in ethanol.

Graphical abstractThe three-components reaction of dimethyltin dibromide with imidazo[1,2-a]pyridine and allyl bromide in ethanol affords the ionic complex bis(1-allylimidazo[1,2-a]pyridinium) dimethyltetrabromostannate(II). An X-ray crystal structure analysis of the complex reveals the tin atom to be hexacoordinated, forming a dianion. Organotin(IV) halides on reacting with imidazo[1,2-a]pyridines yield 1:2 complexes having imidazo[1,2-a]pyridines molecules coordinated to the tin atom through N1.Figure optionsDownload full-size imageDownload as PowerPoint slide