Réactions d'addition nucléophiles sur les cétones. Mise en évidence d'un effet directionnel d'origine stérique dans l'effet isotopique secondaire du deutérium
作者:
Bernard Boyer,
Gérard Lamaty,
Jean-Pierre Roque,
Patrick Geneste,
期刊:
Canadian Journal of Chemistry
(NRC Available online 1980)
卷期:
Volume 58,
issue 1
页码: 55-59
ISSN:0008-4042
年代: 1980
DOI:10.1139/v80-009
出版商: NRC Research Press
数据来源: NRC
摘要:
A kinetic study of the addition reactions of borohydride and sulfite ions and of hydroxylamine to a number of stereospecifically deuterated carbonyl compounds (3,3,5,5-tetramethyl cyclohexanone, 7,7-d2-bicyclo[2,2,1]-2-bornanone) leads to the observation of a distant secondary deuterium isotope effect. The results obtained reveal the intervention of a directional effect in the steric origin of these isotope effects. In particular, this study shows the importance of the orientation of the vibrations brought into play by a C—D bond during the reaction process. (Journal translation)
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