ArticleThe journal of physical chemistry. B2021
How Hydrogen Bonding Amplifies Isomeric Differences in Pyridones toward Strong Changes in Acidity and Tautomerism.
Article in The journal of physical chemistry. B, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Unveiling the effects of tautomerism, pH, and solvation on the UV/Vis spectrum of sulfapyridine: a joint theoretical and experimental study.Journal of molecular modeling · 2026Article
- Photochemistry of Aromatic N-Oxides in Water Probed by Time-Resolved X-ray Absorption Spectroscopy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- The investigation of the ultrafast excited state deactivation mechanisms for coumarin 307 in different solvents.RSC advances · 2023Article
- From the Free Ligand to the Transition Metal Complex: FeEDTAInorganic chemistry · 2022Article
- Fundamental electronic changes upon intersystem crossing in large aromatic photosensitizers: free base 5,10,15,20-tetrakis(4-carboxylatophenyl)porphyrin.Physical chemistry chemical physics : PCCP · 2022Article
- Targeting Individual Tautomers in Equilibrium by Resonant Inelastic X-ray Scattering.The journal of physical chemistry letters · 2022Article
- Breaking the Symmetry of Pyrimidine: Solvent Effects and Core-Excited State Dynamics.The journal of physical chemistry letters · 2021Article
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Steric hindrance of hydration and hydrogen bond enhancement by localized charges have been identified as key factors for the massive chemical differences between the hydroxypyridine/pyridone isomers in aqueous solution. While all isomers occur mainly in the hydroxypyridine form in the gas phase, they differ by more than 3 orders of magnitude both in their acidity and tautomeric equilibrium constants upon hydration. By monitoring the electronic and solvation structures as a function of the protonation state and the O
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Registered trials
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