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Chiral Discrimination of Ammonium Neurotransmitters by C 3 ‐Symmetric Enantiopure Hemicryptophane Hosts
Author(s) -
Schmitt Aline,
Chatelet Bastien,
Collin Solène,
Dutasta JeanPierre,
Martinez Alexandre
Publication year - 2013
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22195
Subject(s) - enantiopure drug , chemistry , diastereomer , enantiomer , chirality (physics) , molecule , ammonium , stereochemistry , computational chemistry , organic chemistry , enantioselective synthesis , chiral anomaly , catalysis , quantum mechanics , nambu–jona lasinio model , physics , fermion
Enantiopure hemicryptophanes efficiently discriminate chiral ammonium neurotransmitters. The ephedrine and norephedrine molecules associate with hemicryptophane hosts to form 1:1 and 1:2 host‐guest complexes. Binding constants are determined by fitting the 1 H nuclear magnetic resonance (NMR) titration curves to give β 1 and β 2 values, which are used to characterize the diastereomeric and enantiomeric discriminating potentials of the hosts. Chirality 25:47–479, 2013. © 2013 Wiley Periodicals, Inc.