Quantum chemical studies on the tautomerism of some potentially tautomeric aminoindazole derivatives
STRUCTURAL CHEMISTRY, cilt.17, sa.3, ss.263-274, 2006 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 17 Sayı: 3
- Basım Tarihi: 2006
- Doi Numarası: 10.1007/s11224-006-9019-z
- Dergi Adı: STRUCTURAL CHEMISTRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.263-274
- Eskişehir Osmangazi Üniversitesi Adresli: Evet
Özet
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.