Iron-Catalyzed Oppenauer-Type Oxidation of Alcohols

被引:117
作者
Coleman, Michael G. [1 ]
Brown, Alec N. [1 ]
Bolton, Brett A. [1 ]
Guan, Hairong [1 ]
机构
[1] Univ Cincinnati, Dept Chem, Cincinnati, OH 45221 USA
关键词
alcohols; dehydrogenation; homogeneous catalysis; iron; metal hydrides; oxidation; HETEROCYCLIC CARBENE COMPLEXES; SECONDARY ALCOHOLS; RUTHENIUM COMPLEXES; ORGANIC-SYNTHESIS; MILD CONDITIONS; LIGAND; HYDROGENATION; LACTONES; MECHANISM; EFFICIENT;
D O I
10.1002/adsc.200900896
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A (hydroxycyclopentadienyl)iron dicarbonyl hydride catalyzes the Oppenauer-type oxidation of alcohols with acetone as the hydrogen acceptor. Many functional groups are tolerant to the oxidation conditions. The same complex also catalyzes the dehydrogenation of diols to lactones. A mechanism involving the formation of iron-alcohol complexes and their rapid ligand exchange with free alcohols is proposed. The trimethylsilyl groups on the cyclopentadienyl ligand of the catalyst play a critical role in stabilizing the iron hydride and increasing the catalyst lifetime.
引用
收藏
页码:967 / 970
页数:4
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