Laser Flash Photolysis of Diphenylsulfonyldiazomethane:  Detection of the Sulfene and a Sulfene−Pyridine Ylide

Laser Flash Photolysis of Diphenylsulfonyldiazomethane:  Detection of the Sulfene and a Sulfene−Pyridine Ylide

The photochemistry of diphenylsulfonyldiazomethane (DSD) was studied by means of nanosecond laser flash photolysis. The photochemical behavior of this molecule upon UV irradiation is characterized by sulfene formation, presumed to arise via Wolff rearrangement of a carbene. We were able to detect th...

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Veröffentlicht in:Organic letters 2000-11, Vol.2 (23), p.3591-3594
Hauptverfasser: Ortica, F, Pohlers, G, Coenjarts, C, Bejan, E. V, Cameron, J. F, Zampini, A, Haigh, M, Scaiano, J. C
Format: Artikel
Sprache:eng
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Zusammenfassung:The photochemistry of diphenylsulfonyldiazomethane (DSD) was studied by means of nanosecond laser flash photolysis. The photochemical behavior of this molecule upon UV irradiation is characterized by sulfene formation, presumed to arise via Wolff rearrangement of a carbene. We were able to detect the sulfene and the sulfene ylide formed upon sulfene trapping by pyridine. Sulfene quenching by nucleophiles was also examined.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol006463r