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Citation: Zhang Junjun, Bai Yuting, Shao Kaiyuan, Hu Wenxiang. Study on the Rearrangement of Pinacol by Quantum Chemical Reactivity Index[J]. Chemistry, ;2020, 83(8): 747-754. shu

Study on the Rearrangement of Pinacol by Quantum Chemical Reactivity Index

Zhang Junjun ^1,2 ,
Bai Yuting ^1,, ,
Shao Kaiyuan ² ,
Hu Wenxiang ^1,2,3,,

1.
School of Pharmacy, Hubei University of Science and Technology, Xianning, 437100
2.
Jingdong Xianghu Microwave Chemistry Union Laboratory, Beijing Excalibur Space Military Academy of Medical Sciences, Beijing, 101601
3.
Aerospace Systems Division, Strategic Support Troops, Chinese People's Liberation Army, Beijing, 100101

Corresponding author: Bai Yuting, xybyt0628@163.com Hu Wenxiang, huwx66@163.com
Received Date: 3 January 2020
Accepted Date: 16 April 2020

Figures(19)

Pinacol rearrangement of 1, 2-diols is a classical chemical rearrangement. Including acyclic and cyclic 1, 2-diols, under the action of protonic acid or Lewis acid, the 1, 2-transfer of substituents occurs, and the products are often generated with the migration of different groups. However, the main product depends on the spatial structure and properties of the substituents on the dihydroxy linked carbon atoms. In this paper, the mechanism of pinacol rearrangement of 1, 2-diols is quantitatively described by using the net electrophilic index (Multiphilic index), Wiberg bond index and other quantum chemical reactivity indexes, which can be used as the basis for predicting the main products of pinacol rearrangement.
- Pinalol rearrangement reaction,
- Quantum chemical reactivity index,
- Net electrophilic index,
- Wiberg bond index,
- Reaction mechanism
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