Open AccessQUANTUM-CHEMICAL STUDY OF THE MECHANISM OF REACTION OF BENZOELACETHYLENE WITH DISELENOMALONAMIDE
Author(s) -
E. A. Chirkina
Publication year - 2020
Publication title -
sovremennye tehnologii i naučno-tehničeskij progress
Language(s) - English
Resource type - Journals
ISSN - 2686-9896
DOI - 10.36629/2686-9896-2020-1-89-90
Subject(s) - chemistry , nucleophile , intramolecular force , carbon atom , quantum chemical , selenide , reagent , reaction mechanism , computational chemistry , atom (system on chip) , derivative (finance) , carbon fibers , selenium , photochemistry , organic chemistry , ring (chemistry) , molecule , catalysis , materials science , composite number , computer science , financial economics , economics , composite material , embedded system
According to the results of a quantum chemical study in the framework of the electron density functional theory using the В3LYP/6-311++G (d, p) method, a theoretical mechanism of the reaction of benzoylacetylene with dyselenomalonamide is proposed. It was shown that the reaction includes the following stages: nucleophilic addition of the selenoamide fragment to the electrondeficient -carbon atom of benzoylacetylene with the formation of ketovinyl selenide and further intramolecular cyclization of the mono-derivative due to nucleophilic addition of the second selenium atom of the selenol group of the reagent via the same -carbon with the formation of a heterocyclic product.