ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Reactions between acrylic esters, nitriles and similar compounds on the one hand and aldehydes and ketones on the other, catalysed by tertiary amines, lead to α-(hydroxyalkyl)acrylic compounds. Evidence on the basis of kinetics, volumes of activation and of reaction, and kinetic isotope effects is presented to deduce a mechanism in which amine first undergoes Michael addition, the resulting enolate ion adds to the carbonyl compound in a rate-determining step and finally base is eliminated. An analysis of the solvent effect on rates is also presented.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610030503
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