Dynamics of the Wolff rearrangement of six-membered ring o-diazoketones by laser flash photolysis

K Tanigaki, TW Ebbesen

Index: Tanigaki, Katsumi; Ebbesen, Thomas W. Journal of Physical Chemistry, 1989 , vol. 93, p. 4531 - 4536

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Citation Number: 37

Abstract

The Wolff rearrangement of six-membered ring o-diazo ketones, 1-oxo-2-diazo-1, 2- dihydronaphthaIene (DNQ) and its four 4-and 5-sulfonate analogues, l-oxo-2-diazo-1, 2- dihydrobenzene (DBQ), and diazoMeldrum (DM), are studied in solution at room temperature by laser flash photolysis. A presursor to a ketene is observed in most cases. It is assigned to be an oxirene on the basis of reactivity, kinetic results, and thermodynamic ...