Vibrační analýza a konformační studie 3-methylamino2-acetyl propenenitrilu a 3-methylamino-2-methylsulfonyl propenenitrilu

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F07%3A00019333" target="_blank" >RIV/60461373:22340/07:00019333 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Vibrational analysis and conformational study of 3-methylamino2-acetyl propenenitrile and 3-methylamino-2-methylsulfonyl propenenitrile

Popis výsledku v původním jazyce

This study presents the comparison of conformational behaviour of two similar push-pull ethylenes in which the possibility to form an intramolecular hydrogen bond exists. The IR, Raman and NMR spectroscopic studies as well as ab initio MP2 and DFT B3LYPtheoretical calculations using 6-31G** basis set confirmed that the presence of intramolecular hydrogen bond has an important influence on conformational behaviour of such type compounds. 3-methylamino-2-acetyl propenenitrile (MAAPN) H3C-NH-CH=C(CN) (COCH3) was prepared as pure Z-isomer with intramolecular hydrogen bond while 3-methylamino-2-methylsulfonyl propenenitrile (MASPN) H3C-NH-CH=C(CN)(SO2CH3) as pure E-isomer. MAAPN in polar solutions partially underlies to the isomerization. Such process hasnot been observed for MASPN which exists in solution in two conformers with the anti and syn orientation of the methylamino group towards the C=C double bond, anti conformer being about 2.0 +/- 0.4 kJ mol(-1) more stable. The vibrational

Název v anglickém jazyce

Vibrational analysis and conformational study of 3-methylamino2-acetyl propenenitrile and 3-methylamino-2-methylsulfonyl propenenitrile

Popis výsledku anglicky

This study presents the comparison of conformational behaviour of two similar push-pull ethylenes in which the possibility to form an intramolecular hydrogen bond exists. The IR, Raman and NMR spectroscopic studies as well as ab initio MP2 and DFT B3LYPtheoretical calculations using 6-31G** basis set confirmed that the presence of intramolecular hydrogen bond has an important influence on conformational behaviour of such type compounds. 3-methylamino-2-acetyl propenenitrile (MAAPN) H3C-NH-CH=C(CN) (COCH3) was prepared as pure Z-isomer with intramolecular hydrogen bond while 3-methylamino-2-methylsulfonyl propenenitrile (MASPN) H3C-NH-CH=C(CN)(SO2CH3) as pure E-isomer. MAAPN in polar solutions partially underlies to the isomerization. Such process hasnot been observed for MASPN which exists in solution in two conformers with the anti and syn orientation of the methylamino group towards the C=C double bond, anti conformer being about 2.0 +/- 0.4 kJ mol(-1) more stable. The vibrational

Druh

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

CEP obor

CB - Analytická chemie, separace

OECD FORD obor

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Projekt

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Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2007

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

829

Číslo periodika v rámci svazku

1-3

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

14

Strana od-do

8-21

Kód UT WoS článku

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EID výsledku v databázi Scopus

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