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NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base

Gonçalves-Farbos, Maria-Héléna
Published in Chirality. 2009, vol. 21, no. 9, p. 809-817
Abstract 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 CD(3)CN (Delta Delta delta 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.
Keywords Asymmetric ion pairingQuaternary ammonium ionsNMR chiral solvating agentTröger baseSolvent effectPfeiffer effect
PMID: 19161219
Note Proceedings from the 20th International Symposium on Chirality. - Geneva. - 2008
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MICHON, Christophe Jean-Pierre, GONÇALVES-FARBOS, Maria-Héléna, LACOUR, Jérôme. NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base. In: Chirality, 2009, vol. 21, n° 9, p. 809-817. https://archive-ouverte.unige.ch/unige:8004

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Deposited on : 2010-06-21

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