Impulsphotolytische Untersuchungen zum Mechanismus der photochemischen WoLFF-Umlagerung: Flash Light Photolytic Investigations Concerning the Mechanism of the Photochemical WOLFF Rearrangement

9,10-Diazophenanthrone undergoes WOLFF rearrangement in alcoholic solvents and yields esters of 9-fluorene carboxylic acid. By flash light photolysis four intermediates could be detected. Kinetic measurements showed that the ketene formed by photolysis reacts with the solvent to give a cyclopentadie...

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Veröffentlicht in:Zeitschrift für Naturforschung. B, A journal of chemical sciences A journal of chemical sciences, 1976-10, Vol.31 (10), p.1391-1396
Hauptverfasser: Bölsing, F., Spanuth, E.
Format: Artikel
Sprache:eng
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Zusammenfassung:9,10-Diazophenanthrone undergoes WOLFF rearrangement in alcoholic solvents and yields esters of 9-fluorene carboxylic acid. By flash light photolysis four intermediates could be detected. Kinetic measurements showed that the ketene formed by photolysis reacts with the solvent to give a cyclopentadienylic carbanion, which is protonated. A carbene or an oxirene intermediate could not be found.
ISSN:0932-0776
1865-7117
DOI:10.1515/znb-1976-1021