Abstract
Chiral, tripodal anion hosts derived from either S-phenylalanine or S-leucine bind d-lactate enantioselectively. The nature of the host-guest interaction has been probed by solution NMR methods and by DFT calculations. The calculations suggest that the d-lactate may form an additional hydrogen bond in the host-guest complex while the l-lactate complex contains an intramolecular hydrogen bond. Anion binding is in competition with host dimerisation, as demonstrated by DOSY and 1H NMR spectroscopy, and DFT calculations. © 2009 The Royal Society of Chemistry.
Original language | English |
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Pages (from-to) | 1554-1561 |
Number of pages | 8 |
Journal | Organic and Biomolecular Chemistry |
Volume | 7 |
Issue number | 8 |
DOIs | |
Publication status | Published - 2009 |