Repozytorium

Tautomeric design of ortho-hydroxyheterocyclic Schiff bases.

Autorzy

Agnieszka Kwocz

Andrzej Kochel

Dorota Chudoba

Aleksander Filarowski

Rok wydania

2015

Czasopismo

Journal of Molecular Structure

Numer woluminu

1080

Strony

52-56

DOI

10.1016/j.molstruc.2014.09.073

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The article reports on the synthesis and crystallographic and theoretical studies on various heterocyclic derivatives of ortho-hydroxy Schiff bases. The prevailing of one of the two (enolimine – OH and ketoamine – NH) tautomeric forms has been stated in studied compounds depending on the substitutes in heterocyclic formation, the nitrogen and carbon atoms of the imine group. A specific situation has been shown in (1E)-1-(5-chloro-2-hydroxy-3-nitrophenyl)ethanone oxime compound. The potentials on the proton transfer of the hydrogen bridges in these compounds have been found out. Grounded on the obtained potential curves the influence of the protonation on nitrogen in the pyridoxal derivative of the studied ortho-hydroxy Schiff bases has been analysed. The most efficient method of the impact (by means of various substitutes) on the intramolecular tautomeric equilibrium in ortho-hydroxy Schiff bases has been presented.

Słowa kluczowe

Tautomeric equilibrium, hydrogen bonding, Schiff-base, Pyridoxal and oxime

Adres publiczny

http://dx.doi.org/10.1016/j.molstruc.2014.09.073

Strona internetowa wydawcy

http://www.elsevier.com

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