On the Question of the Formation of Nitro-Functionalized 2,4-Pyrazole Analogs on the Basis of Nitrylimine Molecular Systems and 3,3,3-Trichloro-1-Nitroprop-1-Ene
Identifikátory výsledku
Kód výsledku v IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216305%3A26210%2F22%3APU147559" target="_blank" >RIV/00216305:26210/22:PU147559 - isvavai.cz</a>
Výsledek na webu
<a href="https://www.mdpi.com/1420-3049/27/23/8409" target="_blank" >https://www.mdpi.com/1420-3049/27/23/8409</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3390/molecules27238409" target="_blank" >10.3390/molecules27238409</a>
Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
On the Question of the Formation of Nitro-Functionalized 2,4-Pyrazole Analogs on the Basis of Nitrylimine Molecular Systems and 3,3,3-Trichloro-1-Nitroprop-1-Ene
Popis výsledku v původním jazyce
Experimental and theoretical studies on the reaction between (E)-3,3,3-trichloro-1-nitroprop-1-ene and N-(4-bromophenyl)-C-arylnitrylimine were performed. It was found that the title process unexpectedly led to 1-(4-bromophenyl)-3-phenyl-5-nitropyrazole instead of the expected Delta(2)-pyrazoline molecular system. This was the result of a unique CHCl3 elimination process. The observed mechanism of transformation was explained in the framework of the molecular electron density theory (MEDT). The theoretical results showed that both of the possible channels of [3 + 2] cycloaddition were favorable from a kinetic point of view, due to which the creation of 1-(4-bromophenyl)-3-aryl-4-tricholomethyl-5-nitro-Delta(2)-pyrazoline was more probable. On the other hand, according to the experimental data, the presented reactions occurred with full regioselectivity.
Název v anglickém jazyce
On the Question of the Formation of Nitro-Functionalized 2,4-Pyrazole Analogs on the Basis of Nitrylimine Molecular Systems and 3,3,3-Trichloro-1-Nitroprop-1-Ene
Popis výsledku anglicky
Experimental and theoretical studies on the reaction between (E)-3,3,3-trichloro-1-nitroprop-1-ene and N-(4-bromophenyl)-C-arylnitrylimine were performed. It was found that the title process unexpectedly led to 1-(4-bromophenyl)-3-phenyl-5-nitropyrazole instead of the expected Delta(2)-pyrazoline molecular system. This was the result of a unique CHCl3 elimination process. The observed mechanism of transformation was explained in the framework of the molecular electron density theory (MEDT). The theoretical results showed that both of the possible channels of [3 + 2] cycloaddition were favorable from a kinetic point of view, due to which the creation of 1-(4-bromophenyl)-3-aryl-4-tricholomethyl-5-nitro-Delta(2)-pyrazoline was more probable. On the other hand, according to the experimental data, the presented reactions occurred with full regioselectivity.
Klasifikace
Druh
J<sub>imp</sub> - Článek v periodiku v databázi Web of Science
CEP obor
—
OECD FORD obor
20401 - Chemical engineering (plants, products)
Návaznosti výsledku
Projekt
<a href="/cs/project/EF15_003%2F0000456" target="_blank" >EF15_003/0000456: Laboratoř integrace procesů pro trvalou udržitelnost</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Ostatní
Rok uplatnění
2022
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
MOLECULES
ISSN
1420-3049
e-ISSN
—
Svazek periodika
23
Číslo periodika v rámci svazku
27
Stát vydavatele periodika
CH - Švýcarská konfederace
Počet stran výsledku
10
Strana od-do
„“-„“
Kód UT WoS článku
000897265600001
EID výsledku v databázi Scopus
2-s2.0-85143625330