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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 11
BKCSDE 15(11)
November 20, 1994 

 
Title
Cross-interaction Constants in the Nucleophilic Reactions of Carbonyl Compounds Involving a Tetrahedral Intermediate
Author
Ikchoon Lee
Keywords
Abstract
Cross-interaction constants, ρeXY, ρYZ and ρXZ are defined using observed rate constant, kN=(k1/k-1)k2=Kk2, for the stepwise carbonyl addition reactions involving the rate-limiting breakdown of a tetrahedral intermediate (T±). Abundant experimental evidence in the literature enables us to determine signs for the three constants for such mechanism, ρeXY>0, ρYZ<0 and ρXZ>0. These are in contrast to those for the concerted SN2 mechanism, ρXY<0, ρYZ>0 and ρ XZ, and provide useful mechanistic criteria. In the light of these criteria, mechanisms of some nucleophilic reactions of carbonyl compounds are re-examined.
Page
985 - 990
Full Text
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