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Elimination reactions. Part IV. Heavy atom isotope effects in ElcB elimination reactions

โœ Scribed by F.M. Fouad; P.G. Farrell; A.G. Abdel-Rehiem


Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
184 KB
Volume
15
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Received ia BSA 9 l&y 1974; raoeiwd in UK for pablioation 6 An6unt 1974) Although heavy-atom isotope effects have been widely used in mechanistic studies of substitution reactions, little work has been reported 2 on their use in studies of elimination reactions . In the latter, studies of these effects hold promise for the identification of the degree of bond extension (or bond breakage) in the rate determining step and thus for the investigation of reactions which lie close to the mechanistic borderlines between El, or ElcB, and E2 reactions. We have been unable to find any examples of heavy atom isotope effects in ElcB eliminations and report here our preliminary studies of the 14 C leaving group effects in HCN elimination from the polycyanoethanes (I) and (II). Studies of the magnitude of such effects in ElcB eliminations, and the factors affecting them, are necessary prerequisites for their use in mechanistic interpretations.


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