Self-organization of lactates in the gas phase.
Identifieur interne : 003199 ( Main/Exploration ); précédent : 003198; suivant : 003200Self-organization of lactates in the gas phase.
Auteurs : Nicole Borho [Allemagne] ; Martin A. SuhmSource :
- Organic & biomolecular chemistry [ 1477-0520 ] ; 2003.
Descripteurs français
- KwdFr :
- MESH :
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Argon, Gases, Lactates, Lactic Acid.
- Models, Molecular, Molecular Conformation, Spectroscopy, Fourier Transform Infrared, Stereoisomerism.
Abstract
Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different cluster sizes. Whereas homo- and heterochiral dimers are formed in similar amounts in the racemic mixture, prominent absorptions due to different homochiral and heterochiral lactate trimers and tetramers indicate highly specific chiral self-recognition beyond molecular pairs. Chemical modification of the ester-group (methyl-, ethyl- and isopropyl-lactate) and argon admixture to the helium expansion contribute importantly to an understanding of the cluster spectra and topology.
DOI: 10.1039/b308580e
PubMed: 14685340
Affiliations:
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Le document en format XML
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<term>Models, Molecular</term>
<term>Molecular Conformation</term>
<term>Spectroscopy, Fourier Transform Infrared</term>
<term>Stereoisomerism</term>
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<keywords scheme="KwdFr" xml:lang="fr"><term>Acide lactique ()</term>
<term>Argon ()</term>
<term>Conformation moléculaire</term>
<term>Gaz ()</term>
<term>Lactates ()</term>
<term>Modèles moléculaires</term>
<term>Spectroscopie infrarouge à transformée de Fourier</term>
<term>Stéréoisomérie</term>
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<term>Lactates</term>
<term>Lactic Acid</term>
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<term>Molecular Conformation</term>
<term>Spectroscopy, Fourier Transform Infrared</term>
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<term>Conformation moléculaire</term>
<term>Gaz</term>
<term>Lactates</term>
<term>Modèles moléculaires</term>
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<front><div type="abstract" xml:lang="en">Chiral recognition and subsequent selective self-organisation into hydrogen-bonded n-mers is observed in supersonic methyl lactate expansions. The nu(OH) and nu(C=O)-vibrations are investigated by ragout-jet FTIR-spectroscopy and lead to the assignment of homo- and heterochiral clusters of at least three different cluster sizes. Whereas homo- and heterochiral dimers are formed in similar amounts in the racemic mixture, prominent absorptions due to different homochiral and heterochiral lactate trimers and tetramers indicate highly specific chiral self-recognition beyond molecular pairs. Chemical modification of the ester-group (methyl-, ethyl- and isopropyl-lactate) and argon admixture to the helium expansion contribute importantly to an understanding of the cluster spectra and topology.</div>
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