2-Pyridylselenenyl versus 2-Pyridyltellurenyl Halides: Symmetrical Chalcogen Bonding in the Solid State and Reactivity towards Nitriles

Autor: Ivan V. Buslov, Alexander S. Novikov, Victor N. Khrustalev, Mariya V. Grudova, Alexey S. Kubasov, Zhanna V. Matsulevich, Alexander V. Borisov, Julia M. Lukiyanova, Maria M. Grishina, Anatoly A. Kirichuk, Tatiyana V. Serebryanskaya, Andreii S. Kritchenkov, Alexander G. Tskhovrebov
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Symmetry, Vol 13, Iss 12, p 2350 (2021)
Druh dokumentu: article
ISSN: 2073-8994
DOI: 10.3390/sym13122350
Popis: 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.
Databáze: Directory of Open Access Journals
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