催化学报

催化学报 ›› 2011, Vol. 32 ›› Issue (1): 118-122.DOI: 10.3724/SP.J.1088.2010.00734

• 研究论文 • 上一篇    下一篇

非过渡金属催化体系 NHPI/DDQ/NaNO2 催化分子氧选择氧化醇

周利鹏 1, 张超锋 1, 方韬 1, 张兵兵 1, 王瀛 1, 杨晓梅 1, 张伟 2, 徐杰 2   

  1. 1郑州大学化学系, 河南郑州 450001; 2中国科学院大连化学物理研究所催化基础国家重点实验室, 辽宁大连 116023
  • 收稿日期:2010-07-30 修回日期:2010-09-19 出版日期:2011-01-13 发布日期:2014-05-22

Selective Oxidation of Alcohols Catalyzed by a Transition Metal-Free System of NHPI/DDQ/NaNO2

ZHOU Lipeng1, ZHANG Chaofeng1, FANG Tao1, ZHANG Bingbing1, WANG Ying1, YANG Xiaomei1,*, ZHANG Wei2, XU Jie2   

  1. 1Department of Chemistry, Zhengzhou University, Zhengzhou 450001, Henan, China; 2State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
  • Received:2010-07-30 Revised:2010-09-19 Online:2011-01-13 Published:2014-05-22

PDF

1492

摘要： N-羟基邻苯二甲酰亚胺; 2,3-二氯-5,6-二氰基-1,4-苯醌; 亚硝酸钠; 选择氧化; 分子氧; 醇

关键词: N-羟基邻苯二甲酰亚胺, 2,3-二氯-5,6-二氰基-1,4-苯醌, 亚硝酸钠, 选择氧化, 分子氧, 醇

Abstract: A transition metal?free catalyst composed of N-hydroxyphthalimide (NHPI), 2,3-dichloro-5,6-dicyano-benzoquinone (DDQ), and NaNO2 was studied for the selective oxidation of alcohols using O2 as oxidant. The reaction results showed that this catalyst system can effectively catalyze the oxidation of alcohols to the corresponding aldehydes or ketones. 99% selectivity for benzaldehyde at 65% conversion of benzyl alcohol was obtained at 80 °C for 6 h. In the process of reaction, DDQ abstracted a hydrogen atom from NHPI to generate a highly reactive PINO free radical and hydroquinone. Then, PINO abstracted a hydrogen atom from alcohols to generate aldehydes or ketones. Finally, NO from NaNO2 decomposition in the reaction media catalyzed the oxidation of hydroquinone to quinone by O2.

Key words: N-hydroxyphthalimide, 2,3-dichloro-5,6-dicyano benzoquinone, sodium nitrite, selective oxidation, oxygen, alcohol