Understanding the molecular mechanism of the rearrangement of internal nitronic ester into nitronorbornene in light of the MEDT Study
Authors:
- Agnieszka Kącka-Zych
Abstract
The characterization of the structure of nitronic esters and their rearrangement into nitronorbornene reactions has been analyzed within the Molecular Electron Density Theory (MEDT) using Density Functional Theory (DFT) calculations at the B3LYP/6-31G(d) computational level. Quantum-chemical calculations indicate that this rearrangement takes place according to a one-step mechanism. The sequential bonding changes received from the Bonding Evolution Theory (BET) analysis of the rearrangement of internal nitronic ester to nitronorbornene allowed us to distinguish seven different phases. This fact clearly contradicts the formerly-proposed concerted pericyclic mechanism.
- Record ID
- CUT49c0b4ec322241c3b5bf17ec91175f06
- Publication categories
- ;
- Author
- Journal series
- Molecules, ISSN , e-ISSN 1420-3049, Biweekly
- Issue year
- 2019
- Vol
- 24
- No
- 3
- Pages
- [1-12]
- Article number
- 462
- Other elements of collation
- rys.; tab.; wykr.; Bibliografia (na s.) - 9-12; Bibliografia (liczba pozycji) - 59; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 24, Iss. 3
- Keywords in English
- molecular electron density theory, bonding evolution theory, electron localization function, molecular mechanism, Diels–Alder reaction, nitro compounds
- DOI
- DOI:10.3390/molecules24030462 Opening in a new tab
- URL
- https://www.mdpi.com/1420-3049/24/3/462 Opening in a new tab
- Related project
- Teoretyczne badania nad zastosowaniem przyjaznych środowisku technik do otrzymywania bioaktywnych nitrozwiązków - potencjalnych farmaceutyków. . Project leader at PK: , ,
- Language
- eng (en) English
- License
- Score (nominal)
- 140
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT49c0b4ec322241c3b5bf17ec91175f06/
- URN
urn:pkr-prod:CUT49c0b4ec322241c3b5bf17ec91175f06
* 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.