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Novel Chiral Selector Based on Mefloquine – A Comparative NMR Study to Elucidate Intermolecular Interactions with Acidic Chiral Selectands
Author(s) -
Kohout Michal,
Kählig Hanspeter,
Wolrab Denise,
Roller Alexander,
Lindner Wolfgang
Publication year - 2012
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.22029
Subject(s) - chemistry , chirality (physics) , mefloquine , enantiomer , ab initio , computational chemistry , stereochemistry , ab initio quantum chemistry methods , combinatorial chemistry , organic chemistry , molecule , chiral symmetry , physics , quantum mechanics , chloroquine , malaria , nambu–jona lasinio model , immunology , biology , quark
The synthesis, ab initio calculations, and a comparative nuclear magnetic resonance study of a novel chiral mefloquine‐based selector (SO) are presented. On a series of variously N ‐acyl protected leucine selectands (SAs), a feasibility study of mefloquine carbamate as a basic chiral solvating agent, and potential fluorophilic high‐performance liquid chromatography selector has been undertaken and evaluated. An analogy is drawn between the new SO and tert ‐butylcarbamoyl quinidine as a reference. Chirality 24:936–943, 2012 . © 2012 Wiley Periodicals, Inc.