Novel cationic 1,2,4-selenadiazoles: synthesisviaaddition of 2-pyridylselenyl halides to unactivated nitriles, structures and four-center Se⋯N contacts

2-Pyridylselenyl halides undergo facile coupling with a triple CN bond of unactivated nitriles. Unprecedented heterocyclization allowed the preparation of a novel class of cationic 1,2,4-selenadiazoles in remarkably high yields. Cationic 1,2,4-selenadiazoles form supramolecular dimers in the crystalviaSe⋯N chalcogen bonding, which was studied theoretically. © The Royal Society of Chemistry 2021.

Authors
Khrustalev V.N. 1, 2 , Grishina M.M. 1 , Matsulevich Z.V. 3 , Lukiyanova J.M. 3 , Borisova G.N. 3 , Osmanov V.K.3 , Novikov A.S.4 , Kirichuk A.A. 1 , Borisov A.V. 3 , Solari E.6 , Tskhovrebov A.G. 1, 5
Publisher
Royal Society of Chemistry
Number of issue
31
Language
English
Pages
10689-10691
Status
Published
Volume
50
Year
2021
Organizations
  • 1 Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya Str., Moscow, Russian Federation
  • 2 N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow, Russian Federation
  • 3 R.E. Alekseev Nizhny Novgorod State Technical University, Minin St, 24, Nizhny Novgorod, Russian Federation
  • 4 Saint-Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg, Russian Federation
  • 5 N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Ul. Kosygina 4, Moscow, Russian Federation
  • 6 Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne (EPFL), Lausanne, CH 1015, Switzerland
Keywords
Chemistry; Inorganic compounds; Chalcogens; Heterocyclizations; High yield; Cyanides
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