0000000000796143
AUTHOR
Paulina Sołtysiak
The substituent effect of π-electron delocalization in N-methylamino-nitropyridine derivatives: crystal structure and DFT calculations
AbstractThe crystal and molecular structures of 3-(N-methylamino)-2-nitropyridine, 5-(N-methylamino)-2-nitropyridine and 2-(N-methylamino)-5-nitropyridine have been characterized by X-ray diffraction. To perform conformational analysis, the geometries of the compounds as well as their conformers and rotamers were optimized at the B3LYP/6-311++G(3df,3pd) level. The resulting data were used to analyze the π-electron delocalization effect in relation to the methylamino group rotation in ortho-, meta- and para-substitution positions. Quantitative aromaticity indices were calculated based on which we estimated the electronic structures of the analyzed compounds. The substituent effect of the met…
Proton tautomerism in 2-nitramino-C-nitropyridine derivatives - Experimental and quantum chemical study
Abstract The structures of 2-nitramino-3-nitropyridine and 2-nitramino-5-nitropyridine have been characterized by X-ray diffraction and Density Functional Theory (DFT) studies. In the crystals, both compounds exist as the imino forms. The DFT calculations were performed in order to explore the amino-imino tautomerism of the studied compounds in the gas phase and the influence of solvent polarity on the tautomeric equilibrium. The Harmonic Oscillator Model of Aromaticity index (HOMA) and Nucleus Independent Chemical Shift (NICS) calculated for the pyridine rings of the studied systems, demonstrated a noticeable decrease in aromaticity of the imino forms. This study showed also that the highe…
CCDC 1948113: Experimental Crystal Structure Determination
Related Article: Paulina Sołtysiak, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont, Grzegorz Spaleniak|2020|Struct.Chem.|31|1185|doi:10.1007/s11224-020-01514-y
CCDC 1895969: Experimental Crystal Structure Determination
Related Article: Paulina Sołtysiak, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont, Grzegorz Spaleniak|2020|Struct.Chem.|31|1185|doi:10.1007/s11224-020-01514-y
CCDC 1578498: Experimental Crystal Structure Determination
Related Article: Paulina Sołtysiak, Bartosz Zarychta, Grzegorz Spaleniak, Krzysztof Ejsmont|2019|J.Mol.Struct.|1186|317|doi:10.1016/j.molstruc.2019.03.040
CCDC 1895970: Experimental Crystal Structure Determination
Related Article: Paulina Sołtysiak, Błażej Dziuk, Bartosz Zarychta, Krzysztof Ejsmont, Grzegorz Spaleniak|2020|Struct.Chem.|31|1185|doi:10.1007/s11224-020-01514-y
CCDC 1578497: Experimental Crystal Structure Determination
Related Article: Paulina Sołtysiak, Bartosz Zarychta, Grzegorz Spaleniak, Krzysztof Ejsmont|2019|J.Mol.Struct.|1186|317|doi:10.1016/j.molstruc.2019.03.040