Selenyl analog of the (Z)-C,N-diphenylnitrone as the TAC in [3+2] cycloaddition with nitroethene: a DFT computational study
Authors:
- Radomir Jasiński
Abstract
The molecular mechanism of [3+2] cycloaddition (32CA) process between selenyl analog of the (Z)-C,N-diphenylnitrone and nitroethene was examined on the basis of the M06-2X/6311þG(d)(PCM) calculations. It was found that kinetic factors favor the formation of 4-nitro substituted cycloadducts in the reaction course. Additionally, the DFT computational study highlights the evidently polar nature of the title reaction. The mechanistic study also confirms the possibility of the existence of a zwitterionic intermediate in the reaction environment.
- Record ID
- CUT15b257870a764bcfbbb47fc1c2a237fc
- Publication categories
- ;
- Author
- Journal series
- Phosphorus Sulfur and Silicon and the Related Elements, ISSN 1042-6507, e-ISSN 1563-5325
- Issue year
- 2020
- Vol
- 195
- No
- 10
- Pages
- 871-876
- Other elements of collation
- schem.; tab.; Bibliografia (na s.) - 875-876; Bibliografia (liczba pozycji) - 33; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 195, No. 10
- Keywords in English
- [3 + 2] cycloaddition, selenium, nitroalkenes, DFT calculations, reaction mechanism, molecular electron density theory
- DOI
- DOI:10.1080/10426507.2020.1760865 Opening in a new tab
- URL
- https://www.tandfonline.com/doi/abs/10.1080/10426507.2020.1760865 Opening in a new tab
- Language
- eng (en) English
- Score (nominal)
- 40
- Additional fields
- Indeksowana w: Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT15b257870a764bcfbbb47fc1c2a237fc/
- URN
urn:pkr-prod:CUT15b257870a764bcfbbb47fc1c2a237fc
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