Citation: Rongxiu Zhu, Jinxin Guo, Yiying Yang, Dongju Zhang. Quantum Chemical Calculation Study of the Mechanism and Migratory Aptitude of the Baeyer-Villiger Rearrangement: Recommending a Research-Oriented Computational Chemistry Experiment[J]. University Chemistry, ;2023, 38(10): 258-265. doi: 10.3866/PKU.DXHX202301016 shu

Quantum Chemical Calculation Study of the Mechanism and Migratory Aptitude of the Baeyer-Villiger Rearrangement: Recommending a Research-Oriented Computational Chemistry Experiment

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

Corresponding author: Rongxiu Zhu, Dongju Zhang,
Received Date: 12 January 2023
Revised Date: 1 March 2023

This work describes a research-oriented computational chemistry experiment for senior undergraduates. The Baeyer-Villiger (B-V) reaction is one of the most useful reactions in organic chemistry, and is also an important teaching topic, yet the migratory aptitude of the various substituents is still debatable and these controversies are often neglected during the teaching and learning process. In this experiment, the reaction mechanism and migratory aptitude of the B-V rearrangement are studied by performing quantum chemistry calculations with the Gaussian program. The purposes of this experiment are to train students to conduct scientific research using chemical computational methods, cultivate students’ critical thinking ability, and improve students’ scientific research literacy.
- B-V rearrangement,
- Reaction mechanism,
- Migratory aptitude,
- DFT calculations
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