量子化学计算理解苯环上取代基的电子效应

doi:10.12461/PKU.DXHX202406119

Abstract

Abstract: The electronic effects of substituents on the benzene ring are the dominant factors influencing their directing effects, which are a key topic in fundamental organic chemistry. In this work, we first summarize the theoretical methods for analyzing predicting the substituent directing effects, as discussed in the literature. Quantum chemistry calculations are then employed to investigate the charge distribution and energetic profiles of several benzene derivatives, with complex electronic effects examined. The findings provide a quantitative understanding of the electronic effects of substituents from a quantum chemical perspective. This research aims to stimulate students' interest in computational chemistry and enhance their ability to approach problems from multiple angles, thereby deepening their understanding of the directing effects of substituents.

Key words: Electronic effect, Directing effect, Electrophilic substitution, Electron-withdrawing effect, Electron-donating effect, Regioselectivity

Yaqin Zheng, Lian Zhuo, Meng Li, Chunying Rong. Enhancing Understanding of the Electronic Effect of Substituents on Benzene Rings Using Quantum Chemistry Calculations[J].University Chemistry, 2025, 40(3): 193-198.

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Enhancing Understanding of the Electronic Effect of Substituents on Benzene Rings Using Quantum Chemistry Calculations

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