NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base

Article Article scientifique Article NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base eng 2009 author Michon Christophe Jean-Pierre 663691 author Gonçalves-Farbos Maria-Héléna author Lacour Jérôme 0000-0001-6247-8059 99165 809-817 10.1002/chir.20687 19161219 0899-0042 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. Proceedings from the 20th International Symposium on Chirality. - Geneva. - 2008 Asymmetric ion pairing Quaternary ammonium ions NMR chiral solvating agent Tröger base Solvent effect Pfeiffer effect Dewey 540 36 Département de chimie organique 141 false Chirality 21 9 046ab8a6-2786-49da-874e-a92cb2b606f2 Article (Published version) Restricted Chirality_-_2009_-_Michon_-_NMR_ena.pdf 153043 application/pdf da9fbd0c37966416821389dcef182acdcdafbda9801bf5a2cb47f10ee255c5fd restrictedAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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NMR Enantiodifferentiation of Quaternary Ammonium Salts of Tröger Base	Chirality			2009	596	0

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Michon, Christophe Jean-Pierre