Inclusion Complexes of β-Cyclodextrin with Keto/Enol Tautomers of 2-Acetyl-1-tetralone. A Comparative Study

Tautomerization Equilibria in Aqueous Micellar Solutions: A Spectrophotometric and Factor-Analytical Study

“…Shifts in absorption spectra, acid−base equilibria, and complex formation constants due to interactions of solutes with micelles have been shown frequently. − A micelle can be regarded as a microreactor that influences reaction rates and equilibria by taking up reactants and providing a medium different from that of the bulk solvent. The observations of the micellar effects on chemical reactivity and equilibria lead to the generalization that the aqueous micelles could be regarded as submicroscopic reaction or solubilization media. , There are some reports on the study of the influence of micelles on tautomerization equilibria, ,, but, to our knowledge, no systematic factor analytical study has been performed on the effects of micelles on the enol−keto equilibria.…”

“…the predominant species. In aqueous alkaline medium, the enolate is rapidly generated, which, in some situations, is the only existing species. − …”

Recognition mechanism of d- and l-tryptophan enantiomers using 2-hydroxypropyl-α- or β-cyclodextrins as chiral selectors

“…2 In several studies, the stability constant of the complex has been calculated to quantify the supramolecular interaction in solution between the organic guest and the cyclodextrin host. To obtain such information, several approaches have been described, such as isothermal titration calorimetry, 4 solubility diagrams 5 and multivariate analysis, 6 as well as Scott/Scatchard plots, which were applied to data obtained from UV absorption spectroscopy, 7 capillary electrophoresis (CE) 8 and high performance liquid chromatography (HPLC). 9 The stability constants could also be calculated from diffusion coefficient data obtained by diffusion ordered spectroscopy (DOSY) experiments.…”

Modulation of Lactam‐Lactim Tautomerism of Quinoxalin‐2‐one Induced by Cucurbit[7]uril: A Comparative Study with Oxazin‐2‐one

“…Additionally, previous reports for other heterocyclic compounds, have demonstrated that not only the solvent affects different tautomeric equilibrium, but also, this equilibrium is modulated by the presence of macrocycles, such as β‐cyclodextrin (β‐CD) and cucurbiturils ,. Considering the above‐mentioned evidence, it is interesting to study other ways that could modify the tautomeric equilibrium in quinoxalinones or oxazinones derivatives, which does not involve the solvent, pH or metal effects.…”