Novel cationic 1,2,4-selenadiazoles: synthesis <i>via</i> addition of 2-pyridylselenyl halides to unactivated nitriles, structures and four-center Se⋯N contacts
Victor N. Khrustalev, Maria M. Grishina, Ж. В. Мацулевич, Julia M. Lukiyanova, Г. Н. Борисова, В. К. Османов, Alexander S. Novikov, Anatoly A. Kirichuk, А. В. Борисов, Euro Solari, Alexander G. Tskhovrebov
Abstract
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 crystal via SeN chalcogen bonding, which was studied theoretically.
Topics & Concepts
HalideCationic polymerizationCenter (category theory)ChemistryCoupling (piping)Medicinal chemistryPolymer chemistryStereochemistryCombinatorial chemistryOrganic chemistryMaterials scienceCrystallographyMetallurgyOrganoselenium and organotellurium chemistryStructural and Chemical Analysis of Organic and Inorganic CompoundsSulfur-Based Synthesis Techniques