Issue 4, 2006
From the journal:

Photochemical & Photobiological Sciences

Flash-photolytic generation of dienols and dienolates from α,β-unsaturated esters and kinetics of their amine-catalyzed ketonization in nonaqueous media†

Françoise Hénin,*a   Stéphane Létinois,a   Jacques Muzarta  and  Jakob Wirz*b  

* Corresponding authors

a Unité Mixte de Recherche “Réactions Sélectives et Applications”, CNRS Université de Reims Champagne-Ardenne, B.P. 1039, Reims Cedex 2, France
E-mail: francoise.henin@univ-reims.fr

b Departement Chemie der Universität Basel, Klingelbergstrasse 80, Basel, Switzerland
E-mail: J.Wirz@unibas.ch
Fax: +4161 267 38 55
Tel: +4161 267 38 55

Abstract

Dienols of α,β-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 ∶ 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.

Graphical abstract: Flash-photolytic generation of dienols and dienolates from α,β-unsaturated esters and kinetics of their amine-catalyzed ketonization in nonaqueous media

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Article information

DOI
https://doi.org/10.1039/B601749E
Article type
Paper
Submitted
07 Feb 2006
Accepted
08 Mar 2006
First published
20 Mar 2006

Photochem. Photobiol. Sci., 2006,5, 426-431

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Flash-photolytic generation of dienols and dienolates from α,β-unsaturated esters and kinetics of their amine-catalyzed ketonization in nonaqueous media

F. Hénin, S. Létinois, J. Muzart and J. Wirz, Photochem. Photobiol. Sci., 2006, 5, 426 DOI: 10.1039/B601749E

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