Complexation of 1,3-dihetaryl-5-phenyl-2-pyrazoline Derivatives with Polyvalent Metal Ions: Quantum Chemical Modeling and Experimental Investigation

Andrii Chumak; Ruslana Khodzhaeva; Olena Kharchenko; Volodymyr Kotlyar; Oleksii Kolomoitsev; Andrii Doroshenko

doi:10.17721/fujcV10I1P155-174

Authors

Andrii Chumak V. N. Karazin Kharkiv National University
Ruslana Khodzhaeva V. N. Karazin Kharkiv National University
Olena Kharchenko V. N. Karazin Kharkiv National University
Volodymyr Kotlyar V. N. Karazin Kharkiv National University
Oleksii Kolomoitsev V. N. Karazin Kharkiv National University
Andrii Doroshenko V. N. Karazin Kharkiv National University

DOI:

https://doi.org/10.17721/fujcV10I1P155-174

Keywords:

1,3,5-triaryl-2-pyrazoline, pyridine, benzimidazole, spectrophotometric and fluorescence analysis, complexation, polyvalent metal ions, quantum-chemical calculations, benzothiazole, Bader's atoms-in-molecules (AIM) theory

Abstract

1,3,5-Triaryl-2-pyrazoline derivatives with a pyridine ring in position 1 and 2-benzimidazolyl or 2-benzothiazolyl bicycles in position 3 were synthesized. Spectral properties in solvents of similar polarity, i.e. aprotic acetonitrile and in protic methanol, were studied, complexation with cadmium and mercury ions in acetonitrile was elucidated as well. Quantum-chemical modeling with application of the elements of Bader's atoms-in-molecules (AIM) theory of the title molecules conformational structure and 1:1 stoichiometry complexes formed with polyvalent metals of various nature (Mg, Zn, Cd, Pb, Hg, Ba) was conducted. The principal possibility of “nitrogen-sulfur” switching of the metal ions binding sites for the benzothiazole derivative was revealed, and makes possible to classify this compound as “smart ligand”.

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