Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
J Org Chem. 2020 Sep 18;85(18):11902-11907. doi: 10.1021/acs.joc.0c01693. Epub 2020 Aug 28.
We investigated the influence of various factors (including solvent mixtures) on chiral recognition of chiral carboxylates, using the titration method under H NMR control. We found that strong binding carboxylates (geometrical matching) is not enough for the satisfactory differentiation of enantiomers. Moreover, solvent mixture studies indicate a significant influence of environment on the formation of diastereomeric complexes and variations among them. Our findings offer insights into the complementarity of chiral recognition processes.
我们使用核磁共振控制滴定法,研究了各种因素(包括溶剂混合物)对手性羧酸的手性识别的影响。我们发现,对于对映体的满意区分,强结合的羧酸(几何匹配)是不够的。此外,溶剂混合物研究表明,环境对非对映体配合物的形成及其变化有显著影响。我们的发现提供了对手性识别过程互补性的深入了解。