The spiropentyl radical and some homolytic reactions of spiropentane

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DOIResolve DOI: http://doi.org/10.1039/P29820000751
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TypeArticle
Journal titleJournal of the Chemical Society, Perkin Transactions 2
ISSN1472-779X
Issue6
Pages751757; # of pages: 7
AbstractSpiropentyl radical was generated by hydrogen abstraction from spiropentane by t-butoxyl radical and its e.s.r. spectrum obtained. The experimental e.s.r. parameters were compared with computational results obtained using semi-empirical SCF MO methods. The spiropentyl radicals do not undergo β-scission in the observable temperature range (T < 380 K). The main process in the halogenation of spiropentane at 293 K in CCl4 solution involves SH2 attack by the halogen atom to give 1-(halogenomethyl) cyclopropylmethyl radicals. The β-scission of these latter radicals has been investigated by e.s.r. spectroscopy and by the reduction of 1,1-bisbromomethyl-cyclopropane with tri-n-butyltin hydride.
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LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC)
Peer reviewedYes
NPARC number21276706
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Record identifierc4914e06-3b0a-4cc3-ba30-627df181f4c4
Record created2015-10-13
Record modified2016-05-09
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