催化学报

催化学报 ›› 2014, Vol. 35 ›› Issue (3): 279-285.DOI: 10.1016/S1872-2067(14)60024-3

• 研究快讯 • 上一篇    下一篇

环己烷氧化反应：有机小分子的催化作用

张义成, 戴卫理, 武光军, 关乃佳, 李兰冬   

  1. 南开大学化学学院, 先进能源材料化学教育部重点实验室, 天津300071
  • 收稿日期:2013-11-10 修回日期:2014-01-02 出版日期:2014-02-26 发布日期:2014-02-26
  • 通讯作者: 李兰冬
  • 基金资助:

    中国教育部创新团队（IRT13022）；天津化学化工协同创新中心以及111计划（B12015）.

Cyclohexane oxidation：Small organic molecules as catalysts

Yicheng Zhang, Weili Dai, Guangjun Wu, Naijia Guan, Landong Li   

  1. Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), College of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2013-11-10 Revised:2014-01-02 Online:2014-02-26 Published:2014-02-26
  • Supported by:

    This work was supported by the MOE Innovation Team (IRT13022) of China, the Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) and 111 Project (B12015).

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摘要：

考察了酮、醛、酯、醇与胺等几类有机小分子在环己烷氧化反应中的催化作用. 结果表明，有机小分子催化剂的活性与其极性的强弱、与环己烷形成氢键的强弱、α氢的活性及清除自由基的能力有关. 因此，对于环己烷氧化反应，溶剂很可能存在催化作用. 三丙胺在环己烷氧化反应中表现出较高的催化活性，具有进一步开发应用的前景.

关键词: 环己烷氧化, 有机小分子催化, 极化作用, 氢键, 自由基清除

Abstract:

The catalytic activity of several small organic molecules including ketones, aldehydes, esters, alcohols and amines toward cyclohexane oxidation was investigated. The catalytic activity was found to be closely related to polarity, α-H activity, the strength of hydrogen bond formed with cyclohexane and the radical scavenging capability of these molecules. Based on the obtained results, the catalytic role of the organic solvent must be considered for cyclohexane oxidation. Tripropylamine has very high activity in cyclohexane oxidation and it might be further developed as a promising small-molecule organocatalyst for future application.

Key words: Cyclohexane oxidation, Small-molecule organocatalysis, Polarization, Hydrogen bond, Radical scavenging