高校化学工程学报2024,Vol.38Issue(2) :236-242.DOI:10.3969/j.issn.1003-9015.2024.02.008

聚醚功能化离子液体辅助不对称氢化合成D-泛解酸内酯

Synthesis of D-(-)-pantolactone via asymmetric hydrogenation assisted by a polyether-functionalized ionic liquid

尹迎春 崔菲菲 齐慧敏 金欣
高校化学工程学报2024,Vol.38Issue(2) :236-242.DOI:10.3969/j.issn.1003-9015.2024.02.008

聚醚功能化离子液体辅助不对称氢化合成D-泛解酸内酯

Synthesis of D-(-)-pantolactone via asymmetric hydrogenation assisted by a polyether-functionalized ionic liquid

尹迎春 1崔菲菲 1齐慧敏 1金欣1
扫码查看

作者信息

  • 1. 青岛科技大学 化工学院,山东 青岛 266042
  • 折叠

摘要

为了解决手性催化剂在不对称氢化中难以循环利用的问题,本研究基于氨基酸和咪唑鎓盐离子液体修饰的手性吡咯烷基双膦配体,采用聚醚胍盐离子液体辅助铑催化酮基泛解酸内酯均相不对称氢化合成D-泛解酸内酯.研究了铑催化剂前体、双膦配体结构、溶剂效应和聚醚离子液体掺杂对催化活性和对映选择性的影响.基于筛选出的最佳双膦配体,构建出"均相催化-液/固分离"体系用于手性催化剂的分离和循环.结果表明:该催化体系表现出较高的催化活性、对映选择性和长期稳定性,经过 5 次循环后未见催化性能有明显下降,为不对称氢化合成D-泛解酸内酯的可行性提供了理论和实验依据.

Abstract

To solve the problem of recycling difficulty of chiral catalysts in asymmetric hydrogenation,rhodium-catalyzed homogeneous asymmetric hydrogenation of ketopantoyl lactone assisted by a polyether guanidinium ionic liquid was studied based on amino acid-and imidazolium-tagged chiral pyrrolidinodiphosphine ligands.The effects of rhodium precursor,diphosphine ligand structure,solvent effect and polyether ionic liquid doping on the catalytic activity and enantioselectivity were investigated.A homogeneous catalysis-liquid/solid separation system was constructed for the separation and recycling of the chiral catalyst using the optimal diphosphine ligand.The catalytic system showed high catalytic activity,enantioselectivity and long-term stability,and no significant decrease in catalytic performance was observed after 5 runs.This study provides the theoretical and experimental basis for the feasibility of asymmetric hydrogenation synthesis of D-pantolactone.

关键词

D-泛解酸内酯/不对称氢化/离子液体/手性膦配体

Key words

D-(-)-pantolactone/asymmetric hydrogenation/ionic liquid/chiral phosphine ligand

引用本文复制引用

基金项目

青岛市基础研究项目(12-1-4-3-6-jch)

国家自然科学基金(21576144)

出版年

2024
高校化学工程学报
浙江大学

高校化学工程学报

CSTPCDCSCD北大核心
影响因子:0.591
ISSN:1003-9015
参考文献量35
段落导航相关论文