Flash-photolytic generation of dienols and dienolates from alpha,beta-unsaturated esters and kinetics of their amine-catalyzed ketonization in nonaqueous media.
Dienols of alpha,beta-unsaturated esters were generated and observed by flash photolysis and their decay rates in acetonitrile and in hexane solutions were measured in the presence of amines or aminoalcohols. In acetonitrile, 1 ratio 1 ammonium dienolate transient intermediates were observed. In hexane, no dienolate could be detected and two moles of the inductor participated in the rate-determining step for tautomerization.
Hénin
Françoise
F
Unité Mixte de Recherche "Réactions Sélectives et Applications", CNRS Université de Reims Champagne-Ardenne, B.P. 1039, 51687, Reims Cedex 2, France. francoise.henin@univ-reims.fr
Létinois
Stéphane
S
Muzart
Jacques
J
Wirz
Jakob
J