Citation: Weijia Li, Kai Liu, Yixiang Wang, Zhijun Zhang, Yiying Yang, Dongju Zhang. Exploring Stereospecificity, Regioselectivity, and Stereoselectivity in Diels-Alder Reactions: Insights from HMO Method, FMO Theory, and DFT Calculations[J]. University Chemistry, ;2023, 38(11): 249-255. doi: 10.3866/PKU.DXHX202303035 shu

Exploring Stereospecificity, Regioselectivity, and Stereoselectivity in Diels-Alder Reactions: Insights from HMO Method, FMO Theory, and DFT Calculations

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China

Corresponding author: Yiying Yang, Dongju Zhang,
Received Date: 9 March 2023

The Diels Alder (D-A) reaction represents a crucial component of fundamental organic chemistry education and serves as a quintessential example of structural chemistry analyzed via basic principles of chemical sciences. This study explores the Diels-Alder reaction involving 1-methoxy-1,3-butadiene and acrolein, utilizing tools such as the Hückel molecular orbital (HMO) method, frontier molecular orbital (FMO) theory, and quantum chemical calculations. This approach provides detailed quantitative data and intuitive visual illustrations to elucidate the stereospecificity, regioselectivity, and stereoselectivity inherent to this reaction. The findings from this study serve as valuable resources for students, not only enhancing their understanding of D-A reaction properties and principles, but also developing their interest in computational chemistry and augmenting their problem-solving acumen.
- Diels-Alder reaction,
- Stereospecificity,
- Regioselectivity,
- Stereoselectivity,
- DFT calculations
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