过氧化氢与苯乙烯环氧化的反应机理及溶剂效应

doi:10.3866/PKU.WHXB20110218

Abstract

Abstract:

In this paper, styrene epoxidation with hydrogen peroxide was used as a model reaction. The Dmol³ implementation in the Materials Studio Software was used to simulate the mechanism of the model reaction. Solvent effects in the reaction were also studied using the conductor-like screening model (COSMO) as a part of the continuum model in three solvents: water, ethanol, and tert-butyl alcohol. To investigate the micro-process wherein the solvent molecules react with the solute molecules directly, the discrete model was employed to simulate the impact of a single molecule of water, ethanol and tert-butyl alcohol on the reaction. Consistent results were obtained for the two different solvent models. Reaction activity was most favorable for the tert-butyl alcohol followed by ethanol. Protic solvent molecules promote the heterolytic cleavage of hydrogen peroxide and form active oxygen species, which can reduce the reaction barrier.

Key words: Density functional theory, Styrene, Hydrogen peroxide, Epoxidation reaction, Solvent effect

WANG Zhi-Qiang, SUN Wen-Jing, CHU Wei, YU Liang-Jun. Reaction Mechanism and Solvent Effects of Styrene Epoxidation with Hydrogen Peroxide[J]. Acta Phys. -Chim. Sin. 2011, 27(02), 322-328. doi: 10.3866/PKU.WHXB20110218

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Reaction Mechanism and Solvent Effects of Styrene Epoxidation with Hydrogen Peroxide

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