量子化学计算揭示开链共轭烯烃电环化反应的立体选择规则

Revealing the Stereoselective Rule of Electrocyclic Reactions of Chain Conjugated Polyenes by Performing Quantum Chemical Calculations

开链共轭多烯的电环化反应是本科基础化学课程中的重要教学内容,本文以最简单的4n和4n+2型开链共轭烯烃为例,设计了一个基于量子化学计算的教学案例,定量、直观描述电环化反应的立体选择性,旨在使学生加深对电环化反应规律的认识,强化对前线轨道理论、分子轨道对称守恒原理等基本理论的理解。

The electrocyclization reaction of chain conjugated polyenes is an important teaching content in the basic chemistry course of undergraduates.Taking the simplest 4n and(4n+2)chain conjugated polyenes as examples,this paper designs a teaching case based on quantum chemical calculations to quantitatively and intuitively describe the stereoselectivity of electrocyclization reactions of chain conjugated polyenes,in order to enable students to deepen their understanding of the electrocyclization reaction mechanism,frontier orbital theory,and molecular orbital symmetry conservation principle.