β,β-Dichlorovinyldiazonium or dichloro(diazomethyl)carbenium ion? Crystal structure and electron density distribution of β,β-dichlorovinyldiazonium hexachloroantimonate

Abstract

The crystal structure of β,β-dichlorovinyldiazonium hexachloroantimonate, 2·SbCl₆, and the topological electron density analysis of 2 provide compelling evidence for the importance of chlorine-stabilized carbenium ion resonance forms for the stabilization of vinyldiazonium ions by β-substitution.