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2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides : Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles. / Buslov, Ivan V.; Novikov, Alexander S.; Khrustalev, Victor N.; Grudova, Mariya V.; Kubasov, Alexey S.; Matsulevich, Zhanna V.; Borisov, Alexander V.; Lukiyanova, Julia M.; Grishina, Maria M.; Kirichuk, Anatoly A.; Serebryanskaya, Tatiyana V.; Kritchenkov, Andreii S.; Tskhovrebov, Alexander G.

In: Symmetry, Vol. 13, No. 12, 2350, 12.2021.

Research output: Contribution to journalArticlepeer-review

Harvard

Buslov, IV, Novikov, AS, Khrustalev, VN, Grudova, MV, Kubasov, AS, Matsulevich, ZV, Borisov, AV, Lukiyanova, JM, Grishina, MM, Kirichuk, AA, Serebryanskaya, TV, Kritchenkov, AS & Tskhovrebov, AG 2021, '2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides: Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles', Symmetry, vol. 13, no. 12, 2350. https://doi.org/10.3390/sym13122350

APA

Buslov, I. V., Novikov, A. S., Khrustalev, V. N., Grudova, M. V., Kubasov, A. S., Matsulevich, Z. V., Borisov, A. V., Lukiyanova, J. M., Grishina, M. M., Kirichuk, A. A., Serebryanskaya, T. V., Kritchenkov, A. S., & Tskhovrebov, A. G. (2021). 2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides: Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles. Symmetry, 13(12), [2350]. https://doi.org/10.3390/sym13122350

Vancouver

Author

Buslov, Ivan V. ; Novikov, Alexander S. ; Khrustalev, Victor N. ; Grudova, Mariya V. ; Kubasov, Alexey S. ; Matsulevich, Zhanna V. ; Borisov, Alexander V. ; Lukiyanova, Julia M. ; Grishina, Maria M. ; Kirichuk, Anatoly A. ; Serebryanskaya, Tatiyana V. ; Kritchenkov, Andreii S. ; Tskhovrebov, Alexander G. / 2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides : Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles. In: Symmetry. 2021 ; Vol. 13, No. 12.

BibTeX

@article{76beff3d796d4db989b8943268686a1c,
title = "2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides: Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles",
abstract = "The synthesis of 2-pyridyltellurenyl bromide via Br2 oxidative cleavage of the Te–Te bond of dipyridylditelluride is reported. Single-crystal X-ray diffraction analysis of 2-pyridyltellurenyl bromide demonstrated that the Te atom of 2-pyridyltellurenyl bromide was involved in four different noncovalent contacts: Te⋯Te interactions, two Te⋯Br ChB, and one Te⋯N ChB contact forming 3D supramolecular symmetrical framework. In contrast to 2-pyridylselenenyl halides, the Te congener does not react with nitriles furnishing cyclization products. 2-Pyridylselenenyl chloride was demonstrated to easily form the corresponding adduct with benzonitrile. The cyclization product was studied by the single-crystal X-ray diffraction analysis, which revealed that in contrast to earlier studied cationic 1,2,4-selenadiazoles, here we observed that the adduct with benzonitrile formed supramolecular dimers via Se⋯Se interactions in the solid state, which were never observed before for 1,2,4-selenadiazoles.",
keywords = "Chalcogen bonding, Chalcogen heterocycles, Nitriles, Noncovalent interactions, Tellurium",
author = "Buslov, {Ivan V.} and Novikov, {Alexander S.} and Khrustalev, {Victor N.} and Grudova, {Mariya V.} and Kubasov, {Alexey S.} and Matsulevich, {Zhanna V.} and Borisov, {Alexander V.} and Lukiyanova, {Julia M.} and Grishina, {Maria M.} and Kirichuk, {Anatoly A.} and Serebryanskaya, {Tatiyana V.} and Kritchenkov, {Andreii S.} and Tskhovrebov, {Alexander G.}",
note = "Publisher Copyright: {\textcopyright} 2021 by the authors.",
year = "2021",
month = dec,
doi = "10.3390/sym13122350",
language = "English",
volume = "13",
journal = "Symmetry",
issn = "2073-8994",
publisher = "MDPI AG",
number = "12",

}

RIS

TY - JOUR

T1 - 2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides

T2 - Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles

AU - Buslov, Ivan V.

AU - Novikov, Alexander S.

AU - Khrustalev, Victor N.

AU - Grudova, Mariya V.

AU - Kubasov, Alexey S.

AU - Matsulevich, Zhanna V.

AU - Borisov, Alexander V.

AU - Lukiyanova, Julia M.

AU - Grishina, Maria M.

AU - Kirichuk, Anatoly A.

AU - Serebryanskaya, Tatiyana V.

AU - Kritchenkov, Andreii S.

AU - Tskhovrebov, Alexander G.

N1 - Publisher Copyright: © 2021 by the authors.

PY - 2021/12

Y1 - 2021/12

N2 - The synthesis of 2-pyridyltellurenyl bromide via Br2 oxidative cleavage of the Te–Te bond of dipyridylditelluride is reported. Single-crystal X-ray diffraction analysis of 2-pyridyltellurenyl bromide demonstrated that the Te atom of 2-pyridyltellurenyl bromide was involved in four different noncovalent contacts: Te⋯Te interactions, two Te⋯Br ChB, and one Te⋯N ChB contact forming 3D supramolecular symmetrical framework. In contrast to 2-pyridylselenenyl halides, the Te congener does not react with nitriles furnishing cyclization products. 2-Pyridylselenenyl chloride was demonstrated to easily form the corresponding adduct with benzonitrile. The cyclization product was studied by the single-crystal X-ray diffraction analysis, which revealed that in contrast to earlier studied cationic 1,2,4-selenadiazoles, here we observed that the adduct with benzonitrile formed supramolecular dimers via Se⋯Se interactions in the solid state, which were never observed before for 1,2,4-selenadiazoles.

AB - The synthesis of 2-pyridyltellurenyl bromide via Br2 oxidative cleavage of the Te–Te bond of dipyridylditelluride is reported. Single-crystal X-ray diffraction analysis of 2-pyridyltellurenyl bromide demonstrated that the Te atom of 2-pyridyltellurenyl bromide was involved in four different noncovalent contacts: Te⋯Te interactions, two Te⋯Br ChB, and one Te⋯N ChB contact forming 3D supramolecular symmetrical framework. In contrast to 2-pyridylselenenyl halides, the Te congener does not react with nitriles furnishing cyclization products. 2-Pyridylselenenyl chloride was demonstrated to easily form the corresponding adduct with benzonitrile. The cyclization product was studied by the single-crystal X-ray diffraction analysis, which revealed that in contrast to earlier studied cationic 1,2,4-selenadiazoles, here we observed that the adduct with benzonitrile formed supramolecular dimers via Se⋯Se interactions in the solid state, which were never observed before for 1,2,4-selenadiazoles.

KW - Chalcogen bonding

KW - Chalcogen heterocycles

KW - Nitriles

KW - Noncovalent interactions

KW - Tellurium

UR - http://www.scopus.com/inward/record.url?scp=85122914816&partnerID=8YFLogxK

U2 - 10.3390/sym13122350

DO - 10.3390/sym13122350

M3 - Article

AN - SCOPUS:85122914816

VL - 13

JO - Symmetry

JF - Symmetry

SN - 2073-8994

IS - 12

M1 - 2350

ER -

ID: 92741889