Bicyclo[1.1.1]pent-1-yl: A tertiary alkyl radical with enhanced reactivity

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DOIResolve DOI: http://doi.org/10.1016/0040-4039(96)01825-4
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TypeArticle
Journal titleTetrahedron Letters
ISSN0040-4039
Volume37
Issue44
Pages80598060; # of pages: 2
Subjectbicyclo compound; cyclopentane derivative; article; chemical reaction kinetics; drug synthesis; reaction analysis
AbstractAbsolute rate constants for reactions of bicyclo[1.1.1]pent-1-yl radicals with α-methylstyrene (1.4 x 107 M-1s-1) and 1,4-cyclohexadiene (4.6 x 105 M-1s-1) at 25°C were measured by laser flash photolysis. This bridgehead radical is more reactive than tert-butyl which we attribute to its high s-character and the absence of steric shielding of the radical center.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC)
Peer reviewedYes
NPARC number21276493
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Record identifier38fd9043-352b-41e4-a9f0-f517ee7d2af2
Record created2015-10-13
Record modified2016-05-09
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