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Investigating the Ring Expansion Reaction of Pentaphenylborole and an Azide

avondale-bepress.context-key6916447
avondale-bepress.submission-pathsci_math_papers/74
avondale.facultyScience
avondale.reporting.isPeerReviewedPeer Reviewed
avondale.reporting.versionPublished Version
dc.contributor.authorMartin, Caleb D.
dc.contributor.authorDutton, Jason L.
dc.contributor.authorWilson, David J.
dc.contributor.authorThompson, Trevor K.
dc.contributor.authorCouchman, Shannon A.
dc.date.accessioned2023-11-01T00:22:34Z
dc.date.available2023-11-01T00:22:34Z
dc.date.issued2014-10-11
dc.date.submitted2015-03-29T23:42:38Z
dc.description.abstract<p>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 eightmembered 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.</p>
dc.identifier.citation<p>Couchman, S. A., Thompson, T. K., Wilson, D. J., Dutton, J. L., & Martin, C. D. (2014). Investigating the ring expansion reaction of pentaphenylborole and an azide. <em>Chemical Communications, 50</em>(79), 11724-11726. doi:10.1039/C4CC04864D</p>
dc.identifier.doihttps://doi.org/10.1039/C4CC04864D
dc.identifier.issn1359-7345
dc.identifier.urihttps://research.avondale.edu.au/handle/1897/06916447
dc.language.isoen_us
dc.provenance<p>This article was originally published as:</p> <p>Couchman, S. A., Thompson, T. K., Wilson, D. J., Dutton, J. L., & Martin, C. D. (2014). Investigating the ring expansion reaction of pentaphenylborole and an azide. <em>Chemical Communications, 50</em>(79), 11724-11726. doi:10.1039/C4CC04864D</p> <p>ISSN:1364-548X</p>
dc.relation.ispartofChemical Communications
dc.rights<p>Due to copyright restrictions this article is unavailable for download.</p> <p>Published by the <a href="http://www.rsc.org/">Royal Society of Chemistry</a></p>
dc.subjectreaction
dc.subjectpentaphenylborole
dc.titleInvestigating the Ring Expansion Reaction of Pentaphenylborole and an Azide
dc.typeJournal Article

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