0000000001304865

AUTHOR

Przemysław Woliński

showing 5 related works from this author

The Participation of 3,3,3-Trichloro-1-nitroprop-1-ene in the [3 + 2] Cycloaddition Reaction with Selected Nitrile N-Oxides in the Light of the Exper…

2021

The regioselective zw-type [3 + 2] cycloaddition (32CA) reactions of a series of aryl-substituted nitrile N-oxides (NOs) with trichloronitropropene (TNP) have been both experimentally and theoretically studied within the Molecular Electron Density Theory (MEDT). Zwitterionic NOs behave as moderate nucleophiles while TNP acts as a very strong electrophile in these polar 32CA reactions of forward electron density flux, which present moderate activation Gibbs free energies of 22.8–25.6 kcal·mol−1 and an exergonic character of 28.4 kcal·mol−1 that makes them irreversible and kinetically controlled. The most favorable reaction is that involving the most nucleophilic MeO-substituted NO. Despite P…

NitrilePharmaceutical ScienceOrganic chemistryMedicinal chemistryArticleAnalytical ChemistryReaccions químiqueschemistry.chemical_compoundQD241-441NucleophileDrug DiscoveryReactivity (chemistry)nitroalkenesPhysical and Theoretical Chemistry[3 + 2] cycloadditionEne reactionExergonic reactionChemistrymolecular electron density theoryRegioselectivityCycloadditionreactivityChemistry (miscellaneous)Electrophilenitrile oxidesMolecular Medicinemolecular mechanismQuímica orgànica
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The structural aspects of the transformation of 3-nitroisoxazoline-2-oxide to 1-aza-2,8-dioxabicyclo[3.3.0]octane derivatives: Experimental and MEDT …

2019

Abstract Reaction of 3-nitroisoxazoline-2-oxide with monosubstituted ethenes, first time documented fifty years ago, have been reviewed. Structures of phenyl and cyano derivatives of 1-aza-2,8-dioxabicyclo[3.3.0]octane produced in [3 + 2] cycloaddition (32CA) between styrene and acrylonitrile with 3-nitroisoxazoline-2-oxide were determined through single crystal XRD analysis. The molecular mechanism of the title 32CA has been also analyzed within the Molecular Electron Density Theory (MEDT) based on the M06-2X(PCM)/6-311 + G(d,p) calculations.

Electron densityElectron localization functionChemistryOrganic ChemistryOxide(3+2) cycloadditionCycloadditionElectron localization functionMolecular electron density theoryAnalytical ChemistryStyreneInorganic Chemistrychemistry.chemical_compoundPhysical chemistryAcrylonitrile3-nitroisoxazoline-2-oxideSingle crystalSpectroscopyXRD analysisOctaneJournal of Molecular Structure
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CCDC 1898860: Experimental Crystal Structure Determination

2019

Related Article: Przemysław Woliński, Agnieszka Kącka-Zych, Błażej Dziuk, Krzysztof Ejsmont, Agnieszka Łapczuk-Krygier, Ewa Dresler|2019|J.Mol.Struct.|1192|27|doi:10.1016/j.molstruc.2019.04.061

Space GroupCrystallographyCrystal SystemCrystal Structure3a-nitrotetrahydro-2H-[12]oxazolo[23-b][12]oxazole-2-carbonitrileCell ParametersExperimental 3D Coordinates
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CCDC 1898859: Experimental Crystal Structure Determination

2019

Related Article: Przemysław Woliński, Agnieszka Kącka-Zych, Błażej Dziuk, Krzysztof Ejsmont, Agnieszka Łapczuk-Krygier, Ewa Dresler|2019|J.Mol.Struct.|1192|27|doi:10.1016/j.molstruc.2019.04.061

Space GroupCrystallographyCrystal SystemCrystal Structure3a-nitro-2-phenyltetrahydro-2H-[12]oxazolo[23-b][12]oxazoleCell ParametersExperimental 3D Coordinates
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CCDC 2115222: Experimental Crystal Structure Determination

2022

Related Article: Karolina Zawadzińska, Mar Ríos-Gutiérrez, Karolina Kula, Przemysław Woliński, Barbara Mirosław, Tomasz Krawczyk, Radomir Jasiński|2021|Molecules|26|6774|doi:10.3390/molecules26226774

Space GroupCrystallography3-(4-methylphenyl)-4-nitro-5-(trichloromethyl)-45-dihydro-12-oxazoleCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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