Increasing the Orthogonality of 4‐Pyridiniophenols: An NMR Study of Their Solvatomagnetism

The <sup>1</sup>H- and <sup>13</sup>C-NMR spectra of three substituted N-(4-hydroxyphenyl)pyridinium perchlorates, precursors of solvatochromic 4-pyridiniophenolate betaines, were recorded in deuterated acetone, dimethylsulfoxide, and acetonitrile, and their spectral behavior in these solvents was analyzed as evidence of the solute-solvent interactions present in solution. The effect of the increasing orthogonality between the phenolic and pyridinium fragments was clearly evident from the obtained spectra, thus shedding light on the ground-state structures of their deprotonated solvatochromic derivatives and their interactions with the solvent.

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Journal
Magnetic Resonance in Chemistry
Published
2025-01-23
DOI
https://doi.org/10.1002/mrc.5512
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
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0.00

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article

Increasing the Orthogonality of 4‐Pyridiniophenols: An NMR Study of Their Solvatomagnetism

Rodrigo Ormazábal‐Toledo, Fabián Martínez‐Gómez, Marcos Caroli Rezende, Valentina Rodríguez‐Huenchún
Magnetic Resonance in Chemistry
Synthesis and Reactivity of Heterocycles
article

Increasing the Orthogonality of 4‐Pyridiniophenols: An NMR Study of Their Solvatomagnetism

Rodrigo Ormazábal‐Toledo, Fabián Martínez‐Gómez, Marcos Caroli Rezende, Valentina Rodríguez‐Huenchún
article en

Abstract

The <sup>1</sup>H- and <sup>13</sup>C-NMR spectra of three substituted N-(4-hydroxyphenyl)pyridinium perchlorates, precursors of solvatochromic 4-pyridiniophenolate betaines, were recorded in deuterated acetone, dimethylsulfoxide, and acetonitrile, and their spectral behavior in these solvents was analyzed as evidence of the solute-solvent interactions present in solution. The effect of the increasing orthogonality between the phenolic and pyridinium fragments was clearly evident from the obtained spectra, thus shedding light on the ground-state structures of their deprotonated solvatochromic derivatives and their interactions with the solvent.

Magnetic Resonance in ChemistryVol. 63(4)
Universidad de Santiago de Chile (CL), University of Chile (CL)
Fondo Nacional de Desarrollo Científico y Tecnológico
Clean water and sanitation
Openalex Percentile: Top 99%
Synthesis and Reactivity of Heterocycles
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Increasing the Orthogonality of 4‐Pyridiniophenols: An NMR Study of Their Solvatomagnetism — Rodrigo Ormazábal‐Toledo, Fabián Martínez‐Gómez, et al. · Magnetic Resonance in Chemistry (2025) | TGRS Research Map | TGRS