Axial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals. An experimental and theoretical study

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DOIResolve DOI: http://doi.org/10.1021/ol0481683
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TypeArticle
Journal titleOrganic Letters
ISSN15237060
Volume6
Issue23
Pages43194322; # of pages: 4
AbstractAxial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals gave distinct EPR spectra thanks to surprisingly large β-hydrogen atom hyperfine splittings that enabled them to be characterized and monitored. DFT computations indicated that the axial species (X = CH₂) had a higher barrier to rotation about the (O)Cα−Cβ bond. The computed difference ΔH° for the axial and equatorial radicals (R = H, X = CH₂) was 0.8 kcal mol⁻¹.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; National Institute for Nanotechnology; NRC Steacie Institute for Molecular Sciences
Peer reviewedNo
Identifier18697458
NPARC number12327837
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Record identifier9d9f615d-8152-4b32-a196-0a4ed63742e9
Record created2009-09-10
Record modified2016-05-09
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