Photochemical carbon-sulfur bond cleavage in some alkyl and benzyl sulfides

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Irradiation (254 nm) of five alkyl and benzyl ethyl sulfides causes efficient (Φr 0.27-0.90) homolytic cleavage of the C-S bond. Of the resulting fragments, thiyl radicals mainly couple, while alkyl radicals abstract hydrogen, disproportionate or couple when stabilized (benzyl). Selective trapping o...

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Autor principal: Bonesi, S.M
Otros Autores: Fagnoni, M., Dondi, D., Albini, A.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2007
Acceso en línea:Registro en Scopus
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100 1 |a Bonesi, S.M. 
245 1 0 |a Photochemical carbon-sulfur bond cleavage in some alkyl and benzyl sulfides 
260 |c 2007 
270 1 0 |m Albini, A.; Department of Organic Chemistry, University of Pavia, v. Taramelli 10, 27100 Pavia, Italy; email: angelo.albini@unipv.it 
506 |2 openaire  |e Política editorial 
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520 3 |a Irradiation (254 nm) of five alkyl and benzyl ethyl sulfides causes efficient (Φr 0.27-0.90) homolytic cleavage of the C-S bond. Of the resulting fragments, thiyl radicals mainly couple, while alkyl radicals abstract hydrogen, disproportionate or couple when stabilized (benzyl). Selective trapping of either of the two types of radicals occurs in the presence of nucleophilic (methyl vinyl ether and 1-hexene) and, respectively, electrophilic (acrylonitrile) alkenes. When an easily oxidized radical is formed, e.g. cumyl, secondary electron transfer leads to the corresponding cation. © 2006 Elsevier B.V. All rights reserved.  |l eng 
536 |a Detalles de la financiación: Partial support of this work by MURST, Rome, is gratefully acknowledged. 
593 |a CHIDECAR-CONICET, Departmento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universidaria, 1428 Buenos Aires, Argentina 
593 |a Department of Organic Chemistry, University of Pavia, v. Taramelli 10, 27100 Pavia, Italy 
690 1 0 |a CLEAVAGE 
690 1 0 |a PHOTOCHEMISTRY 
690 1 0 |a RADICALS 
690 1 0 |a SULFIDES 
690 1 0 |a THIOETHERS 
700 1 |a Fagnoni, M. 
700 1 |a Dondi, D. 
700 1 |a Albini, A. 
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