title: Investigating the ring expansion reaction of pentaphenylborole and an azide.
abstract: The reaction between trimethylsilyl azide and pentaphenylborole was recently shown to produce the corresponding 1,2-azaborine. Investigating this transformation theoretically suggests that the reaction proceeds via coordination of the azide to the borole, rearrangement to a bicyclic species, and conversion to a kinetically favoured eight-membered BN3C4 heterocycle or expulsion of N2 to furnish the thermodynamically favoured 1,2-azaborine. The eight-membered species was structurally characterized as a borole adduct and represents an unusual analogue of cyclooctatetraene.
authors.affiliation: LaTrobe Institute for Molecular Science, Department of Chemistry, La Trobe University, Melbourne, Victoria 3806, Australia.
authors.forename: Shannon A
authors.initials: SA
authors.lastname: Couchman
authors.forename: Trevor K
authors.initials: TK
authors.lastname: Thompson
authors.forename: David J D
authors.initials: DJ
authors.lastname: Wilson
authors.forename: Jason L
authors.initials: JL
authors.lastname: Dutton
authors.forename: Caleb D
authors.initials: CD
authors.lastname: Martin