Infrared Multiple Photon Dissociation Spectroscopy of Protonated Cyameluric Acid
| Autor: | Andrés F. Cruz-Ortiz, Walter E. Olmedo, Gustavo A. Pino, Maximiliano Rossa, Philippe Maître, Liliana B. Jimenez |
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| Přispěvatelé: | Centre Daniel Carasso, Danone Nutricia Research, Instituto de Investigaciones en Físico Química [Córdoba] (INFIQC), Consejo Nacional de Investigaciones Científicas y Técnicas [Buenos Aires] (CONICET)-Facultad de Ciencias Químicas [Córdoba], Universidad Nacional de Córdoba [Argentina]-Universidad Nacional de Córdoba [Argentina], Institut de Chimie Physique (ICP), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2021 |
| Předmět: |
Mass spectrometry
010405 organic chemistry Electrospray ionization Protonation 010402 general chemistry s-Heptazine derivative 01 natural sciences Tautomer Dissociation (chemistry) 0104 chemical sciences Ion [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry chemistry.chemical_compound Crystallography chemistry Ion spectroscopy IRMPD Density functional theory calculations Molecule Physical and Theoretical Chemistry Conformational isomerism ComputingMilieux_MISCELLANEOUS Protic solvent Cyameluric acid |
| Zdroj: | Journal of Physical Chemistry A Journal of Physical Chemistry A, American Chemical Society, 2021, 125 (2), pp.607-614. ⟨10.1021/acs.jpca.0c09394⟩ The journal of physical chemistry. A |
| ISSN: | 1520-5215 1089-5639 |
| DOI: | 10.1021/acs.jpca.0c09394⟩ |
| Popis: | The present study reports the first structural characterization of protonated cyameluric acid ([CA + H]+) in the gas phase, which paves the way for prospective bottom-up research on the condensed-phase chemistry of CA in the protonated form. A number of [CA + H]+ keto-enol isomers can a priori be produced as a result of protonation at available N and O positions of precursor neutral CA tautomers, yet ab initio computations predict different reduced [CA + H]+ isomer populations dominating the solution and gas phases that are involved in the ion generation process (i.e., electrospray ionization). Infrared multiple photon dissociation spectra were recorded in the 990-1900 and 3300-3650 cm-1 regions and compared with theoretical [B3LYP/6-311++G(d,p)] IR absorption spectra of several [CA + H]+ isomers, providing a satisfactory agreement for the most stable monohydroxy form in the gas phase, [1358a]+, yet the contribution of its nearly isoenergetic OH rotamer, [1358b]+, cannot be neglected. This is indicative of the occurrence of [CA + H]+ isomer interconversion reactions, assisted by protic solvent molecules, during their transfer into the gas phase. The results suggest that available O positions on neutral CA are energetically favored protonation sites in the gas phase. |
| Databáze: | OpenAIRE |
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