大学化学2024，Vol.39Issue(5)：1-10,10.DOI:10.3866/PKU.DXHX202309053
基于激发态手性铜催化的烯烃E→Z异构的动力学拆分
Kinetic Resolution Enabled by Photoexcited Chiral Copper Complex-Mediated Alkene E→Z Isomerization:A Comprehensive Chemistry Experiment for Undergraduate Students
摘要
Abstract
Resolution is one of the most important methods for the preparation of optically active compounds.Classic physical resolution via crystallization assisted by chiral resolution reagents can usually provide one compound with highly optical purity.As an important asymmetric synthetic technology,kinetic resolution has become a powerful tool for the construction of multifunctional enantioenriched molecules and has been widely used in the synthesis of drugs and natural products.Therefore,we designed a kinetic resolution experiment based on alkene E→Z isomerization catalyzed by a photoexcited chiral copper complex.This experiment involves substrate synthesis,separation and purification,photocatalytic reaction,kinetic resolution curve drawing and condition verification.Many experimental skills are concerned in this experiment,including column chromatography separation,(preparative)thin layer chromatography(TLC),gas chromatography(GC)and chiral high-performance liquid chromatography(HPLC),which can not only exercise students'comprehensive experimental skills,but also let students feel the advantages of kinetic resolution,photocatalysis and excited transition metal catalysis technologies.The experiment is designed reasonably with strong operability and high safety.It lasts 24 hours in total,including three one-day individual experiments.It is very suitable for the courses of organic chemistry experiment or comprehensive chemistry experiment.关键词
动力学拆分/光激发态铜/过渡金属催化/烯烃E→Z异构Key words
Kinetic resolution/Photoexcited copper/Transition metal catalysis/Alkene E→Z isomerization分类
社会科学引用本文复制引用
李岩,王鑫泽,姚雪,俞寿云..基于激发态手性铜催化的烯烃E→Z异构的动力学拆分[J].大学化学,2024,39(5):1-10,10.基金项目
基础学科拔尖学生培养计划2.0研究课题 （）
