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Titolo:
PHOTOINDUCED ELECTRON-TRANSFER REACTIONS OF BENZYL PHENYL SULFIDES PROMOTED BY 9,10-DICYANOANTHRACENE
Autore:
BACIOCCHI E; CRESCENZI C; LANZALUNGA O;
Indirizzi:
UNIV ROMA LA SAPIENZA,DIPARTIMENTO CHIM,P A MORO 5 I-00185 ROME ITALY CNR,CTR STUDIO MECCANISMI REAZ I-00185 ROME ITALY
Titolo Testata:
Tetrahedron
fascicolo: 12, volume: 53, anno: 1997,
pagine: 4469 - 4478
SICI:
0040-4020(1997)53:12<4469:PEROBP>2.0.ZU;2-X
Fonte:
ISI
Lingua:
ENG
Soggetto:
SINGLET-OXYGEN; CONTAINING MONOOXYGENASE; ENZYMATIC OXIDATION; ORGANIC SULFIDES; PHOTO-OXIDATION; ALKYL SULFIDES; S-OXYGENATION; MECHANISM; CYTOCHROME-P-450; PHOTOOXIDATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
51
Recensione:
Indirizzi per estratti:
Citazione:
E. Baciocchi et al., "PHOTOINDUCED ELECTRON-TRANSFER REACTIONS OF BENZYL PHENYL SULFIDES PROMOTED BY 9,10-DICYANOANTHRACENE", Tetrahedron, 53(12), 1997, pp. 4469-4478

Abstract

The photoinduced oxidation of benzyl phenyl sulfides 1-3 has been investigated in MeCN using 9,10-dicyanoanthracene as sensitizer in the presence of O-2. In this reaction a sulfide radical cation is formed, which undergoes one or more of the three main reaction pathways opened to these species: C-S bond cleavage, C-H bond cleavage and S-oxidation. The former route (leading to benzylic products) was observed with allthe substrates investigated, whereas the second (leading to benzaldehydes) operates only with 1 and 2. Formation of sulfoxides was found solely in the photooxidation of 1. The influence of substrate structureson the relative contribution of the three pathways as well as the role of O-2(.) in this respect are discussed. (C) 1997 Elsevier Science Ltd.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 30/11/20 alle ore 15:37:06