PHOTOCHEMISTRY OF BENZYL BETA-NAPHTHYL SULFOXIDE AND CHARACTERIZATIONOF THE BETA-NAPHTHYLSULFINYL RADICAL

Authors
GUO YS DARMANYAN AP JENKS WS
Citation
Ys. Guo et al., PHOTOCHEMISTRY OF BENZYL BETA-NAPHTHYL SULFOXIDE AND CHARACTERIZATIONOF THE BETA-NAPHTHYLSULFINYL RADICAL, Tetrahedron letters, 38(50), 1997, pp. 8619-8622
Citations number
15
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
50
Year of publication
1997
Pages
8619 - 8622
Database
ISI
SICI code
0040-4039(1997)38:50<8619:POBBSA>2.0.ZU;2-4
Abstract
Photolysis of benzyl beta-naphthyl sulfoxide results mainly in alpha-c leavage. The isomeric sulfenic ester is the major product. Because the triplet energies of both the sulfoxide and sulfenic ester are below t hat of acetone, in contrast to the previously studied phenyl and tolyl cases, interpretation of sensitization experiments is straightforward . The sulfinyl radical is characterized by transient absorption and a model is proposed to account for its reactivity with nitroxide radical s. (C) 1997 Elsevier Science Ltd.