Conformational studies of aminomethylene-malonic acid dimethylester and its N-methyl derivatives using vibrational spectroscopy, X-ray analysis and ab initio calculations

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F09%3A00021829" target="_blank" >RIV/60461373:22340/09:00021829 - 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

Conformational studies of aminomethylene-malonic acid dimethylester and its N-methyl derivatives using vibrational spectroscopy, X-ray analysis and ab initio calculations

Popis výsledku v původním jazyce

The IR and Raman spectra of aminomethylene-malonic acid dimethylester (AMDME) [NH2-CH=C(COOCH3)(2)] and its N-methyl derivatives (MAMDME and DMAMDME) were measured in solid phase and in different solvents at various temperatures. X-ray analysis revealedthat AMDME exists in solid phase as EZ conformer, MAMDME as ZZa conformer and DMAMDME as ZE conformer (the first and second E or Z letters express the orientation of the carbonyl oxygen to the C=C double bond for trans and cis methylester group, respectively, and the third letter a denotes anti position of methylamino group with respect to the C=C double bond). In less polar solutions dominantly two ZZ and EZ conformational forms of AMDME and ZZa and EZa of MAMDME are observed, whereas in more polar environments a third conformational form (ZE and ZEa, respectively) also appeared. The behaviour of DMAMDME is different because there is no intramolecular hydrogen bond and in less polar solutions exists in two ZZ and ZE conformational form

Název v anglickém jazyce

Conformational studies of aminomethylene-malonic acid dimethylester and its N-methyl derivatives using vibrational spectroscopy, X-ray analysis and ab initio calculations

Popis výsledku anglicky

The IR and Raman spectra of aminomethylene-malonic acid dimethylester (AMDME) [NH2-CH=C(COOCH3)(2)] and its N-methyl derivatives (MAMDME and DMAMDME) were measured in solid phase and in different solvents at various temperatures. X-ray analysis revealedthat AMDME exists in solid phase as EZ conformer, MAMDME as ZZa conformer and DMAMDME as ZE conformer (the first and second E or Z letters express the orientation of the carbonyl oxygen to the C=C double bond for trans and cis methylester group, respectively, and the third letter a denotes anti position of methylamino group with respect to the C=C double bond). In less polar solutions dominantly two ZZ and EZ conformational forms of AMDME and ZZa and EZa of MAMDME are observed, whereas in more polar environments a third conformational form (ZE and ZEa, respectively) also appeared. The behaviour of DMAMDME is different because there is no intramolecular hydrogen bond and in less polar solutions exists in two ZZ and ZE conformational form

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

2009

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

924-926

Číslo periodika v rámci svazku

SI

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

8

Strana od-do

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Kód UT WoS článku

000266574200010

EID výsledku v databázi Scopus

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