Synthesis of new multitope tetrazole-containing ligands

Drawing the experience of 5-phenyl- and 5-pyridyltetrazoles, it was shown that classical nitration-reduction methods in combination with typical alkylation reactions of tetrazole derivatives can be used to obtain multitopic polynuclear tetrazole-containing ligands. Methods for the preparation of a n...

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Main Authors: Evgeny Y. Grigoriev, Ludmila S. Ivashkevich, Alexander S. Lyakhov, Inna M. Grigorieva, Yuri V. Grigoriev, Oleg A. Ivashkevich
Format: Article
Language:Belarusian
Published: Belarusian State University 2022-08-01
Series:Журнал Белорусского государственного университета: Химия
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Online Access:https://journals.bsu.by/index.php/chemistry/article/view/4739
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author Evgeny Y. Grigoriev
Ludmila S. Ivashkevich
Alexander S. Lyakhov
Inna M. Grigorieva
Yuri V. Grigoriev
Oleg A. Ivashkevich
author_facet Evgeny Y. Grigoriev
Ludmila S. Ivashkevich
Alexander S. Lyakhov
Inna M. Grigorieva
Yuri V. Grigoriev
Oleg A. Ivashkevich
author_sort Evgeny Y. Grigoriev
collection DOAJ
description Drawing the experience of 5-phenyl- and 5-pyridyltetrazoles, it was shown that classical nitration-reduction methods in combination with typical alkylation reactions of tetrazole derivatives can be used to obtain multitopic polynuclear tetrazole-containing ligands. Methods for the preparation of a number of previously undescribed polynuclear tetrazole derivatives, including those combining both tetrazole and pyridine rings in the molecule, have been developed. The composition and structure of the obtained compounds were determined by elemental analysis, single crystal X-ray diffraction, NMR and IR spectroscopy. For (5-(pyridin-2-yl)tetrazol-2-yl)(5-(pyridin-2-yl)tetrazol-1-yl)methane the crystalline structure was determined and it was found that this compound forms a 3D polymer framework due to non-classical hydrogen bonds. In its crystal structure there is a network of π – π stacking interactions between tetrazole rings of neighbouring molecules, as well as between pyridine rings.
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spelling doaj.art-7d44cbc30e1e467aa098f26adae9d5092022-12-22T04:06:16ZbelBelarusian State UniversityЖурнал Белорусского государственного университета: Химия2520-257X2617-39802022-08-012192910.33581/2520-257X-2022-2-19-294739Synthesis of new multitope tetrazole-containing ligandsEvgeny Y. Grigoriev0Ludmila S. Ivashkevich1Alexander S. Lyakhov2Inna M. Grigorieva3Yuri V. Grigoriev4https://orcid.org/0000-0002-8153-835XOleg A. Ivashkevich5Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusResearch Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusResearch Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusResearch Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusResearch Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusResearch Institute for Physical Chemical Problems, Belarusian State University, 14 Lieninhradskaja Street, Minsk 220006, BelarusDrawing the experience of 5-phenyl- and 5-pyridyltetrazoles, it was shown that classical nitration-reduction methods in combination with typical alkylation reactions of tetrazole derivatives can be used to obtain multitopic polynuclear tetrazole-containing ligands. Methods for the preparation of a number of previously undescribed polynuclear tetrazole derivatives, including those combining both tetrazole and pyridine rings in the molecule, have been developed. The composition and structure of the obtained compounds were determined by elemental analysis, single crystal X-ray diffraction, NMR and IR spectroscopy. For (5-(pyridin-2-yl)tetrazol-2-yl)(5-(pyridin-2-yl)tetrazol-1-yl)methane the crystalline structure was determined and it was found that this compound forms a 3D polymer framework due to non-classical hydrogen bonds. In its crystal structure there is a network of π – π stacking interactions between tetrazole rings of neighbouring molecules, as well as between pyridine rings.https://journals.bsu.by/index.php/chemistry/article/view/47395-substituted tetrazolesfunctionalisationpolynuclear derivativessynthesissingle crystal x-ray diffractionnmr spectroscopyir spectroscopy
spellingShingle Evgeny Y. Grigoriev
Ludmila S. Ivashkevich
Alexander S. Lyakhov
Inna M. Grigorieva
Yuri V. Grigoriev
Oleg A. Ivashkevich
Synthesis of new multitope tetrazole-containing ligands
Журнал Белорусского государственного университета: Химия
5-substituted tetrazoles
functionalisation
polynuclear derivatives
synthesis
single crystal x-ray diffraction
nmr spectroscopy
ir spectroscopy
title Synthesis of new multitope tetrazole-containing ligands
title_full Synthesis of new multitope tetrazole-containing ligands
title_fullStr Synthesis of new multitope tetrazole-containing ligands
title_full_unstemmed Synthesis of new multitope tetrazole-containing ligands
title_short Synthesis of new multitope tetrazole-containing ligands
title_sort synthesis of new multitope tetrazole containing ligands
topic 5-substituted tetrazoles
functionalisation
polynuclear derivatives
synthesis
single crystal x-ray diffraction
nmr spectroscopy
ir spectroscopy
url https://journals.bsu.by/index.php/chemistry/article/view/4739
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