Isomerizational and conformational study of 3-fluorophenylamino-2-acetyl propenenitrile (FPAAPN)

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F15%3A43899598" target="_blank" >RIV/60461373:22340/15:43899598 - isvavai.cz</a>

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0022286014012599" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0022286014012599</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2014.12.056" target="_blank" >10.1016/j.molstruc.2014.12.056</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Isomerizational and conformational study of 3-fluorophenylamino-2-acetyl propenenitrile (FPAAPN)

Popis výsledku v původním jazyce

The isomers and conformers of push-pull 3-fluorophenylamino-2-acetyl propenenitrile (FH4C6)-NH-CH=C(CN)(COCH3) (FPAAPN) have been studied experimentally by NMR and vibrational spectroscopy and theoretically by ab initio calculations at MP2 and DFT B3LYPlevels in various basis sets. The IR and Raman spectra of FPAAPN as a solid and as a solute in various solvents have been recorded. The NMR spectra were obtained in chloroform, acetone, acetonitrile and dimethylsulfoxide at room temperature. FPAAPN was prepared as a pure Z-isomer with an intramolecular hydrogen bond. According to the NMR spectra in chloroform the studied compound exists as a single ZZa entity. On the other hand, in more polar solvents the isomerization process occured and an additionalEZa confomer was detected. The influence of the environment polarity on this conformational equilibrium is discussed with respect to the SCRF solvent effect calculations using IEFPCM model. The observed IR and Raman bands were compared wi

Název v anglickém jazyce

Isomerizational and conformational study of 3-fluorophenylamino-2-acetyl propenenitrile (FPAAPN)

Popis výsledku anglicky

The isomers and conformers of push-pull 3-fluorophenylamino-2-acetyl propenenitrile (FH4C6)-NH-CH=C(CN)(COCH3) (FPAAPN) have been studied experimentally by NMR and vibrational spectroscopy and theoretically by ab initio calculations at MP2 and DFT B3LYPlevels in various basis sets. The IR and Raman spectra of FPAAPN as a solid and as a solute in various solvents have been recorded. The NMR spectra were obtained in chloroform, acetone, acetonitrile and dimethylsulfoxide at room temperature. FPAAPN was prepared as a pure Z-isomer with an intramolecular hydrogen bond. According to the NMR spectra in chloroform the studied compound exists as a single ZZa entity. On the other hand, in more polar solvents the isomerization process occured and an additionalEZa confomer was detected. The influence of the environment polarity on this conformational equilibrium is discussed with respect to the SCRF solvent effect calculations using IEFPCM model. The observed IR and Raman bands were compared wi

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

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Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

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Svazek periodika

1090

Číslo periodika v rámci svazku

SI

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

112-120

Kód UT WoS článku

000352678700019

EID výsledku v databázi Scopus

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