img
Analysis of tautomeric equilibrium in (E)-4,6-dibromo-2-[(4-fluorophenylimino)methyl]-3-methoxyphenol compound       
Yazarlar
Çiğdem Albayrak Kaştaş
Sinop Üniversitesi, Türkiye
Gökhan Kaştaş
Samsun Üniversitesi, Türkiye
Prof. Dr. Mahmut GÜR Prof. Dr. Mahmut GÜR
Kastamonu Üniversitesi, Türkiye
Doç. Dr. Halit MUĞLU Doç. Dr. Halit MUĞLU
Kastamonu Üniversitesi, Türkiye
Orhan Büyükgüngör
Ondokuz Mayıs Üniversitesi, Türkiye
Özet
Abstract In this study, the tautomeric equilibrium between the phenol-imine and keto-amine structural forms of (E)-4,6-dibromo-2-[(4-fluorophenylimino)methyl]-3-methoxyphenol compound has been investigated with experimental (XRD, UV-vis and NMR) and theoretical (DFT and TD-DFT) methods. The results clearly show that structural preference of the compound is definitely depended on its state. Namely, the compound exists in phenol-imine form in the solid state while one or both of these forms can be seen in solvent media. For example, the compound prefers phenol-imine form in benzene while both forms exist in EtOH and DMSO solvents. Coexistence of two forms has been quantified with NMR studies, giving a ratio of 11:9 for phenol and keto structures of the compound in acetone-d6 solvent.
Anahtar Kelimeler
Keto-amine | NMR | Phenol-imine | Schiff base | Tautomerism | X-ray
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
Dergi ISSN 1386-1425
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 12-2015
Cilt No 151
Sayı 1
Sayfalar 731 / 738
Doi Numarası 10.1016/j.saa.2015.07.030
Makale Linki https://linkinghub.elsevier.com/retrieve/pii/S1386142515300810