Is the Perfluorinated Trityl Cation Worth a Revisit? A Theoretical Study on the Lewis Acidities and Stabilities of Highly Halogenated Trityl Derivatives

avondale-bepress-to-dspace.facultyScience
avondale-bepress-to-dspace.peer_review_statusPeer reviewed before publication
avondale-bepress.context-key6914667
avondale-bepress.submission-pathsci_math_papers/67
avondale.facultyScience
avondale.reporting.isPeerReviewedYes
avondale.reporting.versionPublished Version
dc.contributor.authorDutton, Jason L.
dc.contributor.authorWilson, David J.
dc.contributor.authorCouchman, Shannon A.
dc.date.accessioned2023-11-01T00:39:24Z
dc.date.available2023-11-01T00:39:24Z
dc.date.issued2014-06-10
dc.date.submitted2015-03-29T01:48:50Z
dc.description.abstract<p>The relative Lewis acidities of a series of known, unknown and observed but unstable halogenated derivatives of the trityl cation have been probed in a computational study. The Lewis acidity was investigated from hydride, fluoride and methide affinities. The results indicate that the perhalogen-ated trityl cation [C(C6F5)3]+ is a desirable synthetic target, especially in the modern age of weakly coordinating anions. Our results also indicate that the stable [C(C6Cl5)3]+ cation may be an equally interesting Lewis acid.</p>
dc.identifier.citation<p>Couchman, S. A., Wilson, D. J., & Dutton, J. L. (2014). Is the perfluorinated trityl cation worth a revisit? A theoretical study on the lewis acidities and stabilities of highly halogenated trityl derivatives. <em>European Journal of Organic Chemistry, 2014</em>(18), 3902-3908. doi:10.1002/ejoc.201402263</p>
dc.identifier.doihttps://doi.org/10.1002/ejoc.201402263
dc.identifier.issn1434-193X
dc.identifier.urihttps://research.avondale.edu.au/handle/123456789/06914667
dc.language.isoen_us
dc.provenance<p>This article was originally published as:</p> <p>Couchman, S. A., Wilson, D. J., & Dutton, J. L. (2014). Is the perfluorinated trityl cation worth a revisit? A theoretical study on the lewis acidities and stabilities of highly halogenated trityl derivatives. <em>European Journal of Organic Chemistry, 2014</em>(18), 3902-3908. doi:10.1002/ejoc.201402263</p> <p>ISSN:1099-0690</p>
dc.relation.ispartofEuropean Journal of Organic Chemistry
dc.rights<p>Due to copyright restrictions this article is unavailable for download.</p>
dc.subjectPerfluorination
dc.subjectLewis acids
dc.subjectCarbocations
dc.subjectDensity functional calculations
dc.titleIs the Perfluorinated Trityl Cation Worth a Revisit? A Theoretical Study on the Lewis Acidities and Stabilities of Highly Halogenated Trityl Derivatives
dc.typeJournal Article

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