Impulsphotolytische Untersuchungen zum Mechanismus der photochemischen WOLFF-Umlagerung
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Date
1976
Authors
Volume
31
Issue
10
Journal
Zeitschrift für Naturforschung - Section B Journal of Chemical Sciences 31 (1976), Nr. 10
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Publisher
Berlin : De Gruyter
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Abstract
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.
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CC BY-NC-ND 3.0 Unported