A structural, spectroscopic and theoretical study of an o-vanillin Schiff base derivative involved in enol-imine and keto-amine tautomerism
نویسندگان
چکیده
منابع مشابه
Supramolecular Influence on Keto-Enol Tautomerism and Thermochromic Properties of o-Hydroxy Schiff Bases
This work presents a study on thermo-optical properties of three Schiff bases (imines) in the solid state. The Schiff bases were obtained by means of mechanochemical synthesis using monosubstituted o-hydroxy aromatic aldehydes and monosubstituted aromatic amines. The keto-enol tautomerism and proton transfer via intramolecular O∙∙∙N hydrogen bond of the reported compounds was found to be influe...
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Equilibrium constants for keto-enol tautomerisation and migration of hydrogen from carbon to nitrogen to form enamine or zwitterion tautomers have been measured for 2-, 3and 4phenacylpyridines (PyCH,COPh) in aqueous solution at 25 "C. Relative tautomeric stabilities fall in the order ketoimine > enamine > enol and (for the 3-isomer) enol > zwitterion. Values of pKT, (-log KT) where KT = [enamin...
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In this study we report about two novel azomethine–BODIPY dyads 1 and 2. The two dyads have been, respectively, synthesized by covalent tethering of tautomeric ortho-hydroxy aromatic azomethine moieties including N-salicylideneaniline (SA) and N-naphthlideneaniline (NA) to a BODIPY fluorophore. Both of the two dyads 1 and 2 show enol-imine (OH) structures dominating in the crystalline state. Dy...
متن کاملThermodynamic Study and Total Energy Calculation for three systems of Enol↔Keto Tautomerism
Using Hartree–Fock (HF) and ِِDensity Functional Theory (DFT) calculations the thermodynamic properties such as thermal energy , , thermal enthalpy , , thermal entropy , , thermal Gibbs free energy , , heat capacity ,Cv, and molecular structures of several species involving in keto↔enol tautomerism related to acetaldehyde (A), 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and acetylacetone (AA) h...
متن کاملProbing keto-enol tautomerism using photoelectron spectroscopy.
We theoretically investigate the mechanism of tautomerism in the gas-phase acetylacetone molecule. The minimum energy path between the enolone and diketo forms has been computed using the Nudged-Elastic Band (NEB) method within the density-functional theory (DFT) using the projector augmented-wave method and generalized gradient approximation in Perdew-Wang (PW91) parametrization. The lowest tr...
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ژورنال
عنوان ژورنال: New Journal of Chemistry
سال: 2016
ISSN: 1144-0546,1369-9261
DOI: 10.1039/c5nj01039j