Indirect solvent assisted tautomerism in 4-substituted phthalimide 2-hydroxy-Schiff bases.

2-hydroxy-Schiff bases Crystallography DFT ESIPT Enol/keto tautomerism Phototautomerization Phthalimides UV–Vis spectroscopy

Journal

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
ISSN: 1873-3557
Titre abrégé: Spectrochim Acta A Mol Biomol Spectrosc
Pays: England
ID NLM: 9602533

Informations de publication

Date de publication:
15 Aug 2020
Historique:
received: 08 02 2020
revised: 21 04 2020
accepted: 25 04 2020
pubmed: 11 5 2020
medline: 11 5 2020
entrez: 11 5 2020
Statut: ppublish

Résumé

The paper presents the synthesis and characterization of two 4-substituted phthalimide 2-hydroxy-Schiff bases containing salicylic (4) and 2-hydroxy-1-naphthyl (5) moieties. The structural differences of 2-hydroxyaryl substituents, resulting in different enol/keto tautomeric behaviour, depending on the solvent environment were studied by absorption UV-Vis spectroscopy. Compound 5 is characterized by a solvent-dependent tautomeric equilibrium (K

Identifiants

pubmed: 32388169
pii: S1386-1425(20)30394-2
doi: 10.1016/j.saa.2020.118416
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

118416

Informations de copyright

Copyright © 2020 Elsevier B.V. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Dancho Yordanov (D)

Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria.

Vera Deneva (V)

Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria.

Anton Georgiev (A)

Department of Organic Chemistry, University of Chemical Technology and Metallurgy, 1756 Sofia, Bulgaria; Institute of Optical Materials and Technologies, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria. Electronic address: antonchem@abv.bg.

Aurelien Crochet (A)

Department of Chemistry and Fribourg Center for Nanomaterials FriMat, University of Fribourg, CH-1700 Fribourg, Switzerland.

Katharina M Fromm (KM)

Department of Chemistry and Fribourg Center for Nanomaterials FriMat, University of Fribourg, CH-1700 Fribourg, Switzerland.

Liudmil Antonov (L)

Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria; Institute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria. Electronic address: lantonov@orgchm.bas.bg.

Classifications MeSH