Research output: Contribution to journal › Article › peer-review
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 journal › Article › peer-review
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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