Issue 8, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Jorge G. Urangaa  and  Ana N. Santiago*a  

* Corresponding authors

a INFIQC, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Córdoba, Argentina
E-mail: santiago@fcq.unc.edu.ar
Fax: +54 351 4334170

Abstract

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

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

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Article information

DOI
https://doi.org/10.1039/C0OB01108H
Article type
Paper
Submitted
02 Dec 2010
Accepted
12 Jan 2011
First published
13 Jan 2011

Org. Biomol. Chem., 2011,9, 2969-2974

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

J. G. Uranga and A. N. Santiago, Org. Biomol. Chem., 2011, 9, 2969 DOI: 10.1039/C0OB01108H

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