Electron paramagnetic resonance spectra of radical adducts to di-tert-butyl selenoketone

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DOIResolve DOI: http://doi.org/10.1021/j100558a019
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TypeArticle
Journal titleJournal of Physical Chemistry
ISSN0022-3654
Volume80
Issue17
Pages19011908; # of pages: 8
AbstractEPR parameters are reported for the first selenoalkyl radicals. They have been prepared by addition of a variety of transient RnM· radicals (M = C, O, S, Si, Sn, etc.) to di-tert-butyl selenoketone. They have the RnMSeC(CMe3)2 structure and, despite the large atomic radius of selenium, they all adopt a conformation in which the RnM group eclipses the Cα 2pz orbital. The EPR parameters are remarkably sensitive to substituent and to temperature. At -50°C, g values range from 2.0005 [RnM = F3C] to 2.0051 [RnM = (n-Bu)3Si], 13Cα hyperfine splittings range from 38.4 [(CH3)3CO] to 53.9 G [(n-Bu)3Si], and 77Se splittings from ≤10 [(n-Bu)3Si] to 66.3 G [(CH3)3CO]. These variations are discussed in terms of the polar effect of the RnM group and in terms of possible changes in the geometry of the radical. The sensitivity of the parameters to RnM suggests that di-tert-butyl selenoketone may have some value as a spin trap.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC)
Peer reviewedYes
NPARC number21276597
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Record identifierd6c4f832-4127-4a1f-8ec2-b223d2c114f0
Record created2015-10-13
Record modified2016-05-09
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