On the question of zwitterionic intermediates in the [3 + 2] cycloaddition reactions between C-arylnitrones and Perfluoro 2-Methylpent-2-ene / Katarzyna Mitka, Katarzyna Fela, Aleksandra Olszewska, Radomir ... więcej

On the question of zwitterionic intermediates in the [3 + 2] cycloaddition reactions between C-arylnitrones and Perfluoro 2-Methylpent-2-ene / Katarzyna Mitka, Katarzyna Fela, Aleksandra Olszewska, Radomir Jasiński // Molecules [Dokument elektroniczny]. – 2021, Vol. 26, Iss. 23, Spec. Iss., 10 s. : schem., tab., wykr. – Tryb dostępu: https://www.mdpi.com/1420-3049/26/23/7147. – Oznaczenie ref./art.: 7147. – Bibliogr. 54 poz., Abstr. – Special Issue: Huisgen 3+n Dipolar Cycloaddition Reactions: An Accessible and Useful Tool in Modern Organic and Heterocycle Synthesis. – doi: 10.3390/molecules26237147. – ISSN 1420-3049

The molecular mechanism of the [3 + 2] cycloaddition reaction between C-arylnitrones and perfluoro 2-methylpent-2-ene was explored on the basis of DFT calculations. It was found that despite the polar ... więcej

The molecular mechanism of the [3 + 2] cycloaddition reaction between C-arylnitrones and perfluoro 2-methylpent-2-ene was explored on the basis of DFT calculations. It was found that despite the polar nature of the intermolecular interactions, as well as the presence of fluorine atoms near the reaction centers, all reactions considered cycloaddition proceed via a one-step mechanism. All attempts for the localization of zwitterionic intermediates on the reaction paths were not successful. Similar results were obtained regardless of the level of theory applied.