DFT investigation of the thermodynamics and mechanism of electrophilic chlorination and iodination of arenes

Bibliographic Details
Parent link:Journal of Molecular Modeling: Scientific Journal
Vol. 17, iss. 11.— 2011.— [P. 2759-2771]
Other Authors: Filimonov V. D. Viktor Dmitrievich, Poleshchuk O. Kh. Oleg Khemovich, Krasnokutskaya E. A . Elena Aleksandrovna, Frenking G. Gernot
Summary:Title screen
Quantum chemical calculations at the B3LYP/6-311G* level have been carried out in order to investigate the reaction mechanisms of the iodination of benzene and its monosubstituted derivatives with ICl, I+, I 3 + and reagents containing N–I and O–I bonds as the iodinating agents. The results are compared with those obtained for chlorination by Cl+ and Cl2, both in the gas phase and in methanol solution using the PCM solvent model. We have also used the MP2/DGDZVP level of theory and the IEFPCM model to perform comparisons in a few cases. The thermodynamic parameters for the reactions have been calculated, the structures of the intermediate products (?- and ?-complexes) and transition states have been optimized, and the profiles of the free energy surfaces have been constructed
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Published: 2011
Subjects:
Online Access:http://dx.doi.org/10.1007/s00894-011-0964-0
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=636563