Computational Study of Regioselective Synthesis of Triflylpyrazole by Cycloaddition Reaction between Diphenyl Hydrazonoyl Chloride and Phenyl Triflyl Acetylene
- Авторы: Nakhaei A.1, Davoodnia A.2, Morsali A.2,3
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Учреждения:
- Young Researchers and Elite Club, Mashhad Branch
- Department of Chemistry, Mashhad Branch
- Research Center for Animal Development Applied Biology, Mashhad Branch
- Выпуск: Том 92, № 2 (2018)
- Страницы: 271-279
- Раздел: Chemical Kinetics and Catalysis
- URL: https://journals.rcsi.science/0036-0244/article/view/169890
- DOI: https://doi.org/10.1134/S0036024418020036
- ID: 169890
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Аннотация
The mechanism and regioselectivity of cycloaddition reaction between diphenyl hydrazonoyl chloride and phenyl triflyl acetylene as an electron-deficient dipolarophyl in acetonitrile at room temperature are theoretically investigated using density functional theory and solvent polarized continuum model. Two general mechanism, concerted and stepwise mechanism, have been proposed for this reaction. Each mechanism has two different paths and two possible products. The activation energies of pathways were calculated using quantum mechanical approach and compared with each other. An excellent agreement was observed between the previously reported experimental work and the theoretical approaches for regioselectivity of this reaction.
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Ahmad Nakhaei
Young Researchers and Elite Club, Mashhad Branch
Автор, ответственный за переписку.
Email: nakhaei_a@yahoo.com
Иран, Mashhad
Abolghasem Davoodnia
Department of Chemistry, Mashhad Branch
Email: nakhaei_a@yahoo.com
Иран, Mashhad
Ali Morsali
Department of Chemistry, Mashhad Branch; Research Center for Animal Development Applied Biology, Mashhad Branch
Email: nakhaei_a@yahoo.com
Иран, Mashhad; Mashhad, 917568