Reactive intermediates in the photochemistry of 4-diazo-2-pyrazolin-5-ones

P Umrigar, GW Griffin, SN Ege…

Index: Umrigar, Pesi; Griffin, Gary W.; Ege, Seyhan N.; Adams, Alan D.; Das, Paritosh K. Canadian Journal of Chemistry, 1984 , vol. 62, p. 2456 - 2463

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Citation Number: 3

Abstract

Photolysis of 4-diazo-2-pyrazolin-5-ones in methanol gives a mixture of stereoisomeric methyl 3-aryl-(or alkyl-) azo-2-alkenoates. A study of the absorption spectra of the species generated upon steady-state photolyses in glasses at 77 K, in solution at 296 K, and by laser and lamp flash photolysis experiments suggests that a long-lived heterocyclic intermediate that we formulate as a carbene or its valence isomer, as well as a ketene generated by ...