Aggregation behaviour of chiral ionic liquids

The diastereomeric ionic liquid (IL) (1 R,2 S)-ephedrinium ( RS)-methoxytrifluorophenylacetate 1 was synthesized and its aggregation behavior and diastereomeric interaction were investigated using two independent methods. The aggregation number of the IL in methylene chloride was determined by diffu...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 20; no. 21; pp. 2479 - 2481
Main Authors Schulz, Peter S., Schneiders, Karola, Wasserscheid, Peter
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 04.11.2009
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
NMR
ORGANOCATALYSTS
DIELS-ALDER REACTIONS
SOLVENTS
CONDUCTIVITY
SPIN-ECHO H-1
DIFFUSION
CYCLODEXTRINS
SALTS
MICHAEL ADDITION
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Summary:The diastereomeric ionic liquid (IL) (1 R,2 S)-ephedrinium ( RS)-methoxytrifluorophenylacetate 1 was synthesized and its aggregation behavior and diastereomeric interaction were investigated using two independent methods. The aggregation number of the IL in methylene chloride was determined by diffusion ordered NMR spectroscopy. Furthermore the concentration dependence of the signal split of the two diastereomeric ILs (1 R,2 S)-ephedrinium ( R)-methoxytrifluorophenylacetate and (1 R,2 S)-ephedrinium ( S)-methoxytrifluorophenylacetate was measured and could be linked to the aggregation number.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2009.10.010