Reactivity of endo-3-bromocamphor with sulfur-centered nucleophiles by an electron transfer mechanism. Electrophilic behaviour of the 3-camphoryl radical

The photostimulated reaction of arylthiolate ions with endo-3-bromocamphor produced both reduction and substitution products. The pK(a) and proton affinities of the conjugated acids were found to be good indicators of the reactivity.

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Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 9; no. 8; pp. 2969 - 2974
Main Authors Uranga, Jorge G., Santiago, Ana N.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.04.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANIONS
SUBSTITUTION
ACIDITIES
COMPETITION
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Summary:The photostimulated reaction of arylthiolate ions with endo-3-bromocamphor produced both reduction and substitution products. The pK(a) and proton affinities of the conjugated acids were found to be good indicators of the reactivity.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c0ob01108h