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MNDO and AM1 Quantum-Chemical Study  of Tautomerism of 2-Substituted 1,3-lndandiones

V. Enchev

Institute of Organic Chemistry, Bulgarian Academy of Sciences, B-1040 Sofia

Abstract: The reliability of the semiempirical quantum-chemical methods AM1 and MNDO for the treatment of the tautomerism of 2-substituted 1,3-indandiones is tested. The effect of the substituents (H, CH₃, Ph, NH₂, NO, NO₂, CN) on the tautomerization energies is considered. It is shown that the AM1 results are in agreement with the available experimental data. The deprotonization enthalpy and the structural changes of the tautomers in the process of anion formation are discussed.

Full paper in Portable Document Format: 484a219.pdf

Chemical Papers 48 (4) 219–222 (1994)