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Increasing the Orthogonality of 4-Pyridiniophenols: An NMR Study of Their Solvatomagnetism
Fabián Martínez-Gómez1, Marcos Caroli Rezende1, Valentina Rodríguez-Huenchún1
1Facultad de Química y Biología, Universidad de Santiago de Chile, Santiago, Chile.
Abstract:
The 1H- and 13C-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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