MATRIX-ISOLATION OF DIPHENYLSULFENE AND DIPHENYL-ALPHA-SULTINE

Citation
W. Sander et al., MATRIX-ISOLATION OF DIPHENYLSULFENE AND DIPHENYL-ALPHA-SULTINE, Journal of the American Chemical Society, 119(5), 1997, pp. 981-986
Citations number
38
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
119
Issue
5
Year of publication
1997
Pages
981 - 986
Database
ISI
SICI code
0002-7863(1997)119:5<981:MODAD>2.0.ZU;2-G
Abstract
Diphenylsulfene (5) and diphenyl-alpha-sultine 6 were generated in cry ogenic matrices by three independent routes: (i) the thermal reaction of diphenylcarbene (8) and SO2, (ii) the photochemically induced heter o Wolff rearrangement of sulfonylcarbene 11, and (iii) oxygen transfer from ozone to diphenylsulfine 16. Isotopic labeling with C-13 and O-1 8 allows for the assignment of several characteristic IR vibrations of 5. Irradiation with lambda > 375 nm results in the rearrangement of 5 to 6, which is the first alpha-sultine that has been characterized sp ectroscopically. The final Product on UV irradiation of 6 is benzophen one (9) and sulfur monoxide.