Catalytic Hydration of Aromatic Alkynes to Ketones over H-MFI Zeolites |
| |
Authors: | ZHANG Yunzhe DAI Weili WU Guangjun GUAN Naijia LI Landong |
| |
Affiliation: | School of Materials Science and Engineering, Nankai University, Tianjin 300350, P. R. China |
| |
Abstract: | The hydration of alkyne represents the most straightforward and simplest route toward the synthesis of ketone. Herein, Brønsted acidic zeolites are explored as potential catalysts for the liquid-phase phenylacetylene hydration. The topology structure and Si/Al ratio are disclosed to be key factors controlling the catalytic activity of zeolites. Typically, H-MFI zeolite with a Si/Al molar ratio of 13 exhibits the highest catalytic activity, with turnover frequency of 6.0 h-1 at 363 K. Besides, H-MFI zeolite shows good catalytic stability and recyclability in the reaction of phenylacetylene hydration, and the substrate scope can be simply extended to other soluble aromatic alkynes. The reaction mechanism of phenylacetylene hydration is investigated by means of kinetic and spectroscopic analyses. The Markovnikov electrophilic addition of phenylacetylene by hydrated protons is established as the rate-determining step, followed by deprotonation and enol isomerization to derive acetophenone product. |
| |
Keywords: | Phenylacetylene Catalytic hydration Zeolite Brønsted acid site H-MFI |
|
| 点击此处可从《高等学校化学研究》浏览原始摘要信息 |
|
点击此处可从《高等学校化学研究》下载全文 |
|