On the Tautomerism of N-Substituted Pyrazolones: 1,2-Dihydro-3H-pyrazol-3-ones versus 1H-Pyrazol-3-ols

Eglė Arbačiauskienė; Sonata Krikštolaitytė; Aiva Mitrulevičienė; Aurimas Bieliauskas; Vytas Martynaitis; Matthias Bechmann; Alexander Roller; Algirdas Šačkus; Wolfgang Holzer

On the Tautomerism of N-Substituted Pyrazolones: 1,2-Dihydro-3H-pyrazol-3-ones versus 1H-Pyrazol-3-ols

Eglė Arbačiauskienė
, Sonata Krikštolaitytė
, Aiva Mitrulevičienė
, Aurimas Bieliauskas
, Vytas Martynaitis
, Matthias Bechmann
, Alexander Roller
, Algirdas Šačkus
, Wolfgang Holzer

Institut für Organische Chemie

Publikation: Beitrag in Fachzeitschrift › Artikel › Begutachtung

Abstract

The tautomerism of 1-phenyl-1,2-dihydro-3H-pyrazol-3-One was investigated. An X-ray crystal structure analysis exhibits dimers of 1-phenyl-1H-pyrazol-3-ol units. Comparison of NMR (nuclear magnetic resonance) spectra in liquid state (1H, 13C, 15N) with those of “fixed” derivatives, as well as with the corresponding solid state NMR spectra reveal this compound to exist predominantly as 1H-pyrazol-3-ol molecule pairs in nonpolar solvents like CDCl3 or C6D6, whereas in DMSO-d6 the corresponding monomers are at hand. Moreover, the NMR data of different related 1H-pyrazol-3-ol derivatives are presented.

Originalsprache	Englisch
Aufsatznummer	129
Seitenumfang	15
Fachzeitschrift	Molecules
Volume	23
Ausgabenummer	1
Publikationsstatus	Veröffentlicht - Jän. 2018

Wissenschaftszweige

104 Chemie
104021 Strukturchemie
104026 Spektroskopie
104015 Organische Chemie
104017 Physikalische Chemie
106002 Biochemie
106041 Strukturbiologie
301305 Medizinische Chemie

JKU-Schwerpunkte

Nano-, Bio- and Polymer-Systems: From Structure to Function
TNF Allgemein

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abstract = "The tautomerism of 1-phenyl-1,2-dihydro-3H-pyrazol-3-One was investigated. An X-ray crystal structure analysis exhibits dimers of 1-phenyl-1H-pyrazol-3-ol units. Comparison of NMR (nuclear magnetic resonance) spectra in liquid state (1H, 13C, 15N) with those of “fixed” derivatives, as well as with the corresponding solid state NMR spectra reveal this compound to exist predominantly as 1H-pyrazol-3-ol molecule pairs in nonpolar solvents like CDCl3 or C6D6, whereas in DMSO-d6 the corresponding monomers are at hand. Moreover, the NMR data of different related 1H-pyrazol-3-ol derivatives are presented.",

author = "Eglė Arba{\v c}iauskienė and Sonata Krik{\v s}tolaitytė and Aiva Mitrulevi{\v c}ienė and Aurimas Bieliauskas and Vytas Martynaitis and Matthias Bechmann and Alexander Roller and Algirdas {\v S}a{\v c}kus and Wolfgang Holzer",

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AU - Arbačiauskienė, Eglė

AU - Krikštolaitytė, Sonata

AU - Mitrulevičienė, Aiva

AU - Bieliauskas, Aurimas

AU - Martynaitis, Vytas

AU - Bechmann, Matthias

AU - Roller, Alexander

AU - Šačkus, Algirdas

AU - Holzer, Wolfgang

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AB - The tautomerism of 1-phenyl-1,2-dihydro-3H-pyrazol-3-One was investigated. An X-ray crystal structure analysis exhibits dimers of 1-phenyl-1H-pyrazol-3-ol units. Comparison of NMR (nuclear magnetic resonance) spectra in liquid state (1H, 13C, 15N) with those of “fixed” derivatives, as well as with the corresponding solid state NMR spectra reveal this compound to exist predominantly as 1H-pyrazol-3-ol molecule pairs in nonpolar solvents like CDCl3 or C6D6, whereas in DMSO-d6 the corresponding monomers are at hand. Moreover, the NMR data of different related 1H-pyrazol-3-ol derivatives are presented.

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SN - 1420-3049

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