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  1. NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base
    Christophe Michon, Maria-Héléna Gonçalves-Farbos, Jérôme Lacour
    Chirality 2009, 21, 809-817
    [ Proceedings from the 20th International Symposium on Chirality, Geneva, Switzerland, 2008 ]

Hexacoordinated phosphorus BINPHAT anion 1 is an efficient NMR chiral solvating agent for quaternary ammonium cations (quats) derived from Tröger base leading to large separations of the proton signals of the enantiomers and even in polar solvent media such as CD3CN (ΔΔδ up to 0.12 ppm). Quite surprisingly, this efficacy in the NMR split efficiency is not translated into a supramolecular stereocontrol (Pfeiffer effect) of the cation configuration by the anion.

DOI: 10.1002/chir.20687 

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