烯丙基苯基醚Claisen重排反应的量化计算研究—

引用本文: 王廷博, 罗垚, 胡冰艳, 刘瑞苑, 苗晶, 路慧哲. 烯丙基苯基醚Claisen重排反应的量化计算研究——介绍一个计算化学实验[J]. 大学化学, 2024, 39(11): 278-285. doi: 10.12461/PKU.DXHX202403082 shu

Citation: Tingbo Wang, Yao Luo, Bingyan Hu, Ruiyuan Liu, Jing Miao, Huizhe Lu. Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment[J]. University Chemistry, 2024, 39(11): 278-285. doi: 10.12461/PKU.DXHX202403082 shu

烯丙基苯基醚Claisen重排反应的量化计算研究——介绍一个计算化学实验

1.
中国农业大学理学院, 北京 100193;
2.
中国农业大学-东抗生物活性分子智能筛选与创制联合实验室, 北京 100193
基金项目:
2024年度国家级大学生创新创业训练计划项目(202410019033)；国家自然科学基金(22372195)

摘要: 烯基烯丙基醚或芳基烯丙基醚受热发生[3,3]-σ重排，生成γ,δ-不饱和醛酮或邻对位烯丙基酚，即为Claisen重排反应。本研究利用Gaussian 16程序的DFT方法对烯丙基苯基醚在加热条件的Claisen重排反应进行了量化计算研究。通过本实验的练习，我们旨在加深学生对Claisen重排反应过渡态结构的认识，促进学生应用计算化学工具解决化学问题，提升学生在学习、科研中的实践与创新能力。

关键词:

English

Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment

1.
College of Science, China Agricultural University, Beijing 100193, China;
2.
CAU-East Mab Joint Laboratory for Intelligent Screening and Creation of Active Molecules, Beijing 100093, China
Received Date: 23 March 2024
Revised Date: 15 May 2024
Available Online: 29 May 2024

Abstract: The Claisen rearrangement is a [3,3]-σ rearrangement of allyl ethers or aryl allyl ethers under thermal conditions, leading to the formation of γ,δ-unsaturated aldehydes and ketones or ortho-para-allylphenols. In this study, we employed density functional theory (DFT) within the Gaussian 16 software to perform a quantitative analysis of the Claisen rearrangement of allyl phenyl ether under heating conditions. Through the practice of this experiment, our aim is to deepen students’ understanding of the transition state structure of the Claisen rearrangement reaction, promote the application of computational chemistry tools to solve chemical problems, and enhance students’ practical and innovative abilities in learning and scientific research.

Key words:

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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

烯丙基苯基醚Claisen重排反应的量化计算研究——介绍一个计算化学实验

English

Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

烯丙基苯基醚Claisen重排反应的量化计算研究——介绍一个计算化学实验

English

Quantitative Computational Study on the Claisen Rearrangement Reaction of Allyl Phenyl Ethers: An Introduction to a Computational Chemistry Experiment

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

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