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

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. © 2021 by the authors.

Авторы
Журнал
Издательство
MDPI AG
Номер выпуска
12
Язык
Английский
Статус
Опубликовано
Номер
2350
Том
13
Год
2021
Организации
  • 1 Department of Chemistry, Peoples’ Friendship University of Russia, Moscow, 117198, Russian Federation
  • 2 Department of Physical Organic Chemistry, Saint-Petersburg State University, Saint Petersburg, 199034, Russian Federation
  • 3 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119334, Russian Federation
  • 4 Department of Chemistry, Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, 119071, Russian Federation
  • 5 Department of Chemistry, R.E. Alekseev Nizhny Novgorod State Technical University, Nizhny Novgorod, 603155, Russian Federation
  • 6 Research Institute for Physical Chemical Problems, Belarusian State University, Minsk, 220006, Belarus
  • 7 N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, 119991, Russian Federation
Ключевые слова
Chalcogen bonding; Chalcogen heterocycles; Nitriles; Noncovalent interactions; Tellurium
Дата создания
06.07.2022
Дата изменения
06.07.2022
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/84479/
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Другие записи

Orazmuradov A.A., Morozov S.G., Akhmatova A.N., Haddad K., Lopatin A.M., Ramazanova F.U., Bekbaeva I.V., Kyrtikov S.I., Suleymanova Z.Z., Lukaev A.A.
INTERNATIONAL JOURNAL OF BIOMEDICINE. INT MEDICAL RESEARCH & DEVELOPMENT CORP. Том 11. 2021. С. 418-421