Straightforward synthesis of chiral sulfonate-based ionic liquids from amino alcohols for chiral recognition

被引：0

作者：

Feuge, Niklas ^{[1
]}

Wilhelm, Rene ^{[1
]}

机构：

[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany

来源：

CHIRALITY | 2023年 / 35卷 / 12期

关键词：

amino acids; chiral anions; chiral solvating agents; DFT calculation; NMR spectroscopy; sulfonic acids; IMIDAZOLINIUM SALTS; SOLVATING AGENTS; ACIDS; CATALYSTS; DESIGN; SETS;

D O I：

10.1002/chir.23614

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New sulfonate-based chiral salts were prepared from amino alcohols and sodium hydroxymethanesulfonate, vinyl sulfonate, or sultone. The synthesis started with different amino acids from the chiral pool and gave the desired products in just four steps. After cation metathesis, the salts were explored as chiral solvating agents (CSAs) in NMR studies. The new chiral ionic liquids (CILs) were successfully able to interact with different chiral guest molecules and formed diastereomeric aggregates. In some cases, baseline separation was observed. The influence of the structural differences in the CIL as well as the structural requirements of the guest molecule is discussed.

引用

页码：993 / 1011

页数：19

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