4-Substituted Cyclohexanones. Predicting the Facial Selectivity of Nucleophilic Attacks from the Geometrical Changes on Cation-Carbonyl Complexation: An ab Initio …
VK Yadav, DA Jeyaraj
Index: Yadav, Veejendra K.; Jeyaraj, Duraiswamy A. Journal of Organic Chemistry, 1998 , vol. 63, # 10 p. 3474 - 3477
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Citation Number: 22
Abstract
We have conceptualized1 the view that in reactions of substituted cyclohexanones with nucleophiles there is first a complexation of the carbonyl oxygen with the nucleophile's cation component and that the resulting changes in the torsion angles about the carbonyl carbon must depend on the nature, location, and orientation of a ring substituent. An increase in the torsion angles of the carbonyl oxygen with the ring positions 3 and 5 on the ...
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