On the question of zwitterionic intermediates in the [3 + 2] cycloaddition reactions between C-arylnitrones and Perfluoro 2-Methylpent-2-ene
Authors:
- Katarzyna Mitka,
- Katarzyna Fela,
- Aleksandra Olszewska,
- Radomir Jasiński
Abstract
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.
- Record ID
- CUT3f745f28cb544e78bbd05e33dbf848bc
- Publication categories
- ; ;
- Author
- Journal series
- Molecules, ISSN , e-ISSN 1420-3049, Biweekly
- Issue year
- 2021
- Vol
- 26
- No
- 23
- Pages
- [1-10]
- Article number
- 7147
- Other elements of collation
- schem.; tab.; wykr.; Bibliografia (na s.) - 8-10; Bibliografia (liczba pozycji) - 54; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 26, Iss. 23, Spec. Iss.
- Substantive notes
- Special Issue: Huisgen 3+n Dipolar Cycloaddition Reactions: An Accessible and Useful Tool in Modern Organic and Heterocycle Synthesis
- Keywords in English
- [3 + 2] cycloaddition, nitrones, DFT study, molecular mechanism
- DOI
- DOI:10.3390/molecules26237147 Opening in a new tab
- URL
- https://www.mdpi.com/1420-3049/26/23/7147 Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 140
- Publication indicators
- = 6
- Citation count
- 6
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT3f745f28cb544e78bbd05e33dbf848bc/
- URN
urn:pkr-prod:CUT3f745f28cb544e78bbd05e33dbf848bc
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.