Laser flash photolysis of diphenylsulfonyldiazomethane: Detection of the sulfene and a sulfene-pyridine ylide

Authors
Ortica, F Pohlers, G Coenjarts, C Bejan, EV Cameron, JF Zampini, A Haigh, M Scaiano, JC
Citation
F. Ortica et al., Laser flash photolysis of diphenylsulfonyldiazomethane: Detection of the sulfene and a sulfene-pyridine ylide, ORG LETT, 2(23), 2000, pp. 3591-3594
Citations number
56
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
23
Year of publication
2000
Pages
3591 - 3594
Database
ISI
SICI code
1523-7060(20001116)2:23<3591:LFPODD>2.0.ZU;2-5
Abstract
[GRAPHICS] The photochemistry of diphenylsulfonyldiazomethane (DSD) was studied by mea ns of nanosecond laser flash photolysis. The photochemical behavior of this molecule upon UV irradiation is characterized by sulfene formation, presum ed to arise via Wolff rearrangement of a carbene. We were able to detect th e sulfene and the sulfene ylide formed upon sulfene trapping by pyridine. S ulfene quenching by nucleophiles was also examined.