Kinetic investigation of the cyclopropanation process of fullerene C by halogenmethyl ketones under the conditions of the Bingel reaction

The kinetics of the Bingel reaction with halogenmethyl ketones and C 60 fullerene has been studied in streaming mode by sampling the reaction mixture at different time intervals and separating the components using HPLC. A quantum-chemical simulation of this cyclopropanation process has been carried...

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Bibliographic Details
Published in:New journal of chemistry 2020-05, Vol.44 (18), p.7277-7285
Main Authors: Biglova, Yulya N, Sakhautdinov, Ilshat M, Garifullin, Rustem N, Sakhautdinova, Gulnaz F, Mustafin, Akhat G
Format: Article
Language:English
Online Access:Get full text
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Summary:The kinetics of the Bingel reaction with halogenmethyl ketones and C 60 fullerene has been studied in streaming mode by sampling the reaction mixture at different time intervals and separating the components using HPLC. A quantum-chemical simulation of this cyclopropanation process has been carried out with the DFT method. The activation parameters of the cycloaddition process were determined theoretically and experimentally and correlated with each other. It has been revealed that the use of chloromethyl ketone as the cyclopropanation agent is preferable to its brominated analogue, and a two-fold excess of the substrate with respect to fullerene is the best option for the selective synthesis of mono-adducts. The kinetics of the Bingel reaction with halogenmethyl ketones and C 60 fullerene has been studied in streaming mode by sampling the reaction mixture at different time intervals and separating the components using HPLC.
ISSN:1144-0546
1369-9261
DOI:10.1039/c9nj06326a