Enantioselective recognition of histidine and lysine esters by porphyrin chiral clefts and detection of amino acid conformations in the bound state
- 1 January 1995
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 18,p. 1925-1927
- https://doi.org/10.1039/c39950001925
Abstract
Resolution of the bisporphyrin Tröger's base analogue 1 affords homochiral clefts that tightly bind histidine esters in 80–86% e.e. and lysine benzyl ester in 48% e.e.; the histidine esters are bound in fixed conformations that can be readily detected by 1H NMR spectroscopy as a result of the large dispersion of proton resonances by the ring currents of the two porphyrins.Keywords
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