Bouchet, Aude Brotin, Thierry Linares, Mathieu Ă…gren, Hans Cavagnat, Dominique Buffeteau, Thierry Enantioselective Complexation of Chiral Propylene Oxide by an Enantiopure Water-Soluble Cryptophane ECD and NMR experiments show that the complexation of propylene oxide (PrO) within the cavity of an enantiopure water-soluble cryptophane <b>1</b> in NaOH solution is enantioselective and that the (<i>R</i>)-PrO@<i>PP</i>-<b>1</b> diastereomer is more stable than the (<i>S</i>)-PrO@<i>PP</i>-<b>1</b> diastereomer with a free energy difference of 1.7 kJ/mol. This result has been confirmed by molecular dynamics (MD) and ab initio calculations. The enantioselectivity is preserved in LiOH and KOH solutions even though the binding constants decrease, whereas PrO is not complexed in CsOH solution. cryptophane 1;propylene oxide;NMR experiments show;NaOH solution;Enantioselective Complexation;PrO;diastereomer;CsOH solution;ab initio calculations;energy difference;Chiral Propylene Oxide;MD;KOH solutions;binding constants decrease 2011-05-20
    https://acs.figshare.com/articles/journal_contribution/Enantioselective_Complexation_of_Chiral_Propylene_Oxide_by_an_Enantiopure_Water_Soluble_Cryptophane/2650288
10.1021/jo200519r.s001