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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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