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Updated: Jul 14, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
3-(4-Bromophenyl)-5-(4-dimethylaminophenyl)-1-phenyl-2-pyrazoline: X-ray and density functional theory (DFT) studies
Vratislav Langer1, Eva Scholtzová, Miroslav Koós
1Environmental Inorganic Chemistry, Department of Chemical and Biological Engineering, Chalmers University of Technology, Göteborg, Sweden. langer@chalmers.se
Abstract:
In the crystal structure of the title compound, C(23)H(22)BrN(3), a strong conjugation of the pyrazoline chromophore with the aromatic rings at positions 1 and 3 is observed, as well as a significant shift in the synclinal-->synperiplanar direction. The absolute structure was unequivocally determined. In the absence of clasical hydrogen-bond donors, the structure is stabilized by weak C-H...pi interactions. This paper also reports the electronic structure of the title compound using NBO (natural bond order) analysis. The contributions of lone pairs to the relevant bonds were revealed.
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