Aerobic Oxidation of Benzylic Alcohols in Water by 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO)/Copper(II) 2-N-Arylpyrrolecarbaldimino Complexes

被引：145

作者：

Figiel, Pawel J. ^{[1
]}

Sibaouih, Ahlam ^{[1
]}

Ahmad, Jahir Uddin ^{[1
]}

Nieger, Martin ^{[1
]}

Raisanen, Minna T. ^{[1
]}

Leskela, Markku ^{[1
]}

Repo, Timo ^{[1
]}

机构：

[1] Univ Helsinki, Inorgan Chem Lab, Dept Chem, FI-00014 Helsinki, Finland

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 16期

基金：

芬兰科学院;

关键词：

aerobic oxidation; catalysis; copper; dioxygen; green chemistry; 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO); MOLECULAR-OXYGEN; TRANSITION-METAL; CATALYTIC OXIDATIONS; SELECTIVE OXIDATION; DIOXYGEN AFFINITIES; GREEN CHEMISTRY; ALDEHYDES; SOLVENTS; KETONES;

D O I：

10.1002/adsc.200900478

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Novel copper(II) 2-N-arylpyrrolecarbaldimine-based catalysts for the aerobic oxidation of benzylic alcohols mediated by the 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) radical are reported. The catalytic activity for both synthesized and in situ made complexes in alkaline water solutions was studied revealing high efficiency and selectivity (according to GC selectivity always >99%) for both of these catalytic systems. For example, quantitative conversion of benzyl alcohol to benzaldehyde can be achieved with the in situ, prepared bis[2-N-(4-fluorophenyl)-pyrrolylcarbaldimide]copper(II) catalysts in 2 h with atmospheric pressure of O-2 at 80 degrees C. Interestingly, these catalysts can utilize dioxygen as well as air or hydrogen peroxide as the end oxidants, producing water as the only by-product.

引用

页码：2625 / 2632

页数：8

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