Spectroscopic studies of inclusion complexation between ortho derivatives of p-methylaminobenzoate and α- and γ-cyclodextrins

Karolina Baranowska , Marek Józefowicz


Using the steady-state and time-resolved spectroscopic techniques and quantum-chemical calculations, photophysical and photochemical properties of the two ortho derivatives of p-methylaminobenzoate (methyl o-methoxy p-methylaminobenzoate (I) and methyl o-hydroxy p-methylaminobenzoate (II)) have been studied in binary mixture THF-H2O and aqueous solutions containing different concentrations of α- and γ-CD. Nonlinear solvatochromic shifts of the absorption and fluorescence bands were observed for both fluorophores in a mixture of polar aprotic (THF) and polar protic (H2O) solvents. This nonlinearity has been explained in terms of the non-specific (dielectric enrichment of the solvent around the polar solute) and specific (hydrogen bond) solute-solvent interactions. Spectroscopic measurements were used to investigate the role of H-bonding solute-solvent interactions, and the excited-state intramolecular proton transfer process in the formation of inclusion complexes between fluorophore and cyclodextrins. The obtained results were used to calculate, according to Benesi–Hildebrand's plot and nonlinear least-squares regression analysis, equilibrium constants of the fluorophore-cyclodextrin inclusion complexes. Performed analysis indicates also that both 1:1 and 1:2 inclusion complexes were formed between studied compounds and α- and γ-cyclodextrins.
Author Karolina Baranowska (FMPI / IEP)
Karolina Baranowska,,
- Institute of Experimental Physics
, Marek Józefowicz (FMPI / IEP)
Marek Józefowicz,,
- Institute of Experimental Physics
Journal seriesJournal of Molecular Liquids, ISSN 0167-7322, (A 30 pkt)
Issue year2018
Publication size in sheets0.5
Keywords in Englishcyclodextrins, hydrogen bonding, excited-state intra molecular proton transfer, solute-solvent interactions
ASJC Classification2505 Materials Chemistry; 1606 Physical and Theoretical Chemistry; 1607 Spectroscopy; 3104 Condensed Matter Physics; 3107 Atomic and Molecular Physics, and Optics; 2504 Electronic, Optical and Magnetic Materials
URL https://doi.org/10.1016/j.molliq.2018.05.120
Languageen angielski
Score (nominal)30
Score sourcejournalList
ScoreMinisterial score = 30.0, 28-01-2020, ArticleFromJournal
Publication indicators WoS Citations = 0; Scopus SNIP (Source Normalised Impact per Paper): 2018 = 1.275; WoS Impact Factor: 2018 = 4.561 (2) - 2018=4.136 (5)
Citation count*1 (2020-02-05)
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