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A theoretical study on keto-enol tautomerization involving simple carbonyl derivatives

✍ Scribed by Lee, Doyoung; Kim, Chang Kon; Lee, Bon-Su; Lee, Ikchoon; Lee, Byung Choon


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
315 KB
Volume
18
Category
Article
ISSN
0192-8651

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✦ Synopsis


w 0 Ž . x The relative stabilities of the keto and enol forms ⌬ E enol-keto and the w / Ž . x energy barriers to enolization of the keto forms ⌬ E transition state-keto for Ž . Ž . CH COR R s CH , H, F, and CN and CH CHY Y s CH , NH, and S are 3 3 3 2 investigated theoretically by Hartree᎐Fock and Moller᎐Plesset second-order calculations with 6᎐31G UU basis sets. Specific and bulk solvent effects are considered by incorporating one water molecule and applying the self-consistent Ž .

0 reaction field SCRF method to the reaction system, respectively. The ⌬ E MP 2 values are all positive, in agreement with the lower stability of the enol form in the gas phase as well as in solution. In contrast to a relatively small effect of