том 2 , издание 11 , страницы 633-645

Kinetics and Mechanism of 1,3-Dipolr Cycloadditions

Тип публикации: Journal Article

Дата публикации: 1963-11-01

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DOI: 10.1002/anie.196306331

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General Chemistry

Catalysis

Краткое описание

Criteria for the mechanism of 1,3-dipolar cycloadditions which lead to 5-membered rings are provided by the stereoselectivity observed with cis-trans isomeric dipolarophiles, by the effect of solvent and substituents on the rate constants, by the activation parameters, and by orientation phenomena. A concerted addition, which can also be described in terms of molecular orbitals and in which the two new σ-bonds are formed simultaneously, although not necessarily at equal rates, offers the best explanation of the experimental facts.

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