113. Highly Efficient NMR Enantiodiscrimination of Chiral Octanuclear Metalla-Boxes in Polar Solvent
     Nicolas P. E. Barry, Martina Austeri, Jérôme Lacour, Bruno Therrien
     Organometallics 2009, 28, 4894-4897

Self-assembly tetra(4-pyridyl)porphyrins with the dinuclear p-cymene ruthenium clips affords chiral cationic organometallic boxes. In solution, these complexes assume chiral conformations and a rapid and effective enantiodifferentiation was achieved in the presence of the NMR chiral solvating agent Λ-BINPHAT anion. Only 0.05 to 0.10 equiv is necessary for complete baseline-to-baseline separation of some of the proton signals of the enantiomers. To add to this highly effective discrimination, all experiments were performed in the high-polarity solvent CD₃CN, a solvent traditionally not favorable for effective chiral ion-pairing phenomena.

DOI: 10.1021/om900461s 

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