title: Computational study of the amination of halobenzenes and phenylpentazole. A viable route to isolate the pentazolate anion?
abstract: Amination of halobenzenes, which proceeds via the benzyne intermediate (1), has been studied using quantum chemical methods. The computational data are in agreement with experimentally observed trends in reactivity and provide a qualitative explanation for the observed hydrogen isotope effects. To investigate if this is a viable way to isolate the pentazolate anion (2), the reactivities of the halobenzenes have been compared to phenylpentazole (3). The reaction energetics for phenylpentazole become favorable after complexation with Zn(2+).
authors.affiliation: Physical Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden.
authors.forename: Peter
authors.initials: P
authors.lastname: Carlqvist
authors.forename: Henrik
authors.initials: H
authors.lastname: Ostmark
authors.forename: Tore
authors.initials: T
authors.lastname: Brinck