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Citation: Wenfeng Wang, Yaofeng Yuan. A Discussion on the Structure and Stability of Various Carbocations[J]. University Chemistry, ;2023, 38(11): 267-275. doi: 10.3866/PKU.DXHX202303055 shu

A Discussion on the Structure and Stability of Various Carbocations

Wenfeng Wang ^, ,
Yaofeng Yuan

College of Chemistry, Fuzhou University, Fuzhou 350116, China

Corresponding author: Wenfeng Wang, wangwf@fzu.edu.cn
Received Date: 16 March 2023

The structures and energies of various common carbocations, allylic carbocations, and particularly stable α-amino and α-hydroxyl carbocations were calculated using DFT (density functional theory). The results showed that common carbocations are stabilized by the formation of supercovalent structures, rearrangement, and superconjugation effects, whereas allylic carbocations are stabilized by conjugate effects. The stabilities of α-hydroxyl and α-amino carbocations are particularly high and are equivalent to or higher than that of cyclopropylene carbocation. Finally, different methods of carbocation stabilization using amino and hydroxyl groups are suggested.
- Carbocation,
- Hyperconjugation effect,
- Super covalent structure,
- DFT calculation
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