Back
Local nucleophile-electrophile interactions in [3+2] cycloaddition reactions between benzonitrile N-oxide and selected conjugated nitroalkenes in the light of MEDT computational study
Authors:
- Karolina Kula,
- Karolina Zawadzińska
Abstract
The regioselectivity of the [3+2] cycloaddition reactions between benzonitrile N-oxide as three-atom component and two series of para-substituted β-nitrostyrene analogues was analysed in the framework of a Molecular Electron Density Theory. All of the considered processes were found to be initiated by the attack of the most nucleophilic oxygen atom in the benzonitrile N-oxide on the most electrophilic carbon atom (Cα) in the nitroalkenes. This type of interaction favours the formation of 4-nitro-substituted Δ2-isoxazolines.
- Record ID
- CUTf1116087de514e3a8710c332181ad3e5
- Publication categories
- ;
- Author
- Journal series
- Current Chemistry Letters, ISSN 1927-7296, e-ISSN 1927-730X
- Issue year
- 2021
- Vol
- 10
- No
- 1
- Pages
- 9-16
- Other elements of collation
- schem.; tab.; Bibliografia (na s.) - 13-15; Bibliografia (liczba pozycji) - 45; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 10, Iss. 1
- Keywords in English
- [3+2] cycloaddition reaction, β-nitrostyrene analogues, Δ2-isoxazolines, Molecular Electron Density Theory
- DOI
- DOI:10.5267/j.ccl.2020.04.003 Opening in a new tab
- URL
- http://growingscience.com/beta/ccl/4203-local-nucleophile-electrophile-interactions-in-32-cycloaddition-reactions-between-benzonitrile-n-oxide-and-selected-conjugated-nitroalkenes-in-the-light-of-medt-computational-study.html Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 40
- Additional fields
- Indeksowana w: Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUTf1116087de514e3a8710c332181ad3e5/
- URN
urn:pkr-prod:CUTf1116087de514e3a8710c332181ad3e5
* 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.