The prototropic tautomerism and substituent effect through strong electron withdrawing group in E 5 diethylamino 2 3 nitrophenylimino methyl phenol
Yazarlar (4)
Prof. Dr. Çiğdem ALBAYRAK KAŞTAŞ Sinop Üniversitesi, Türkiye
Prof. Dr. Gokhan Kaştaş Sinop Üniversitesi, Türkiye
Mustafa Odabaşoǧlu
Pamukkale Üniversitesi, Türkiye
Rene Frank Universität Leipzig, Almanya
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy (Q2)
Dergi ISSN 1386-1425 Dergi Bilgileri (2013)
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce Basım Tarihi 01-2013
Kabul Tarihi Yayınlanma Tarihi 01-10-2013
Cilt / Sayı / Sayfa 114 / 1 / 205–213 DOI 10.1016/j.saa.2013.05.044
Makale Linki https://linkinghub.elsevier.com/retrieve/pii/S1386142513005337
UAK Araştırma Alanları
Organik Kimya
Özet
The prototropic tautomerism in o-Hydroxy Schiff bases results in two forms called phenol-imine and keto-amine. The preference of a particular form by the compound changes in the solid and solvent media. The choice can also be regulated by a substituent with a different electron-donating or withdrawing group. In the present study, the above-mentioned factors are considered in the investigation of (E)-5-(diethylamino)-2-[(3-nitrophenylimino)methyl]phenol compound (an o-Hydroxy Schiff basis) by experimental (XRD, FT-IR and UV–vis) and computational (DFT and TD-DFT) methods. The results show that the title compound adopts only phenol-imine form in the solid and solvent media. This was attributed to the substituent effect through strong electron-withdrawing nitro group.
Anahtar Kelimeler
Computational study | DFT | FT-IR | Intramolecular proton transfer | Schiff base | UV-vis