Abstract
The aqueous phase AM1, PM3, and PM5 calculation data had indicated that when a potentially tautomeric amino group is placed at 3C position of the indazole ring the ring-chain tautomerism becomes feasible. However, when the amino group is placed at 4–7C of the indazole ring only the annular tautomerism was found to be feasible and no effect of amino group to provoke a ring chain tautomerism was observed. On the other hand amino form of 3 amino substituted indazole was found to be predominant over imino forms whereas for the 4–7 amino substituted indazoles imino forms were found to be predominant over amino forms. The attempt to apply soft–hard base and soft nucleophile–electrophile criteria to protonation and tautomerism phenomena was successful.
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We would like to thank Prof. N. Hadjiliadis of Iaonnina University for providing us the CACHE program.
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Öğretir, C., Tay, N.F. Quantum chemical studies on the tautomerism of some potentially tautomeric aminoindazole derivatives. Struct Chem 17, 263–274 (2006). https://doi.org/10.1007/s11224-006-9019-z
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DOI: https://doi.org/10.1007/s11224-006-9019-z