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Iron-Catalyzed Oppenauer-Type Oxidation of Alcohols

✍ Scribed by Michael G. Coleman; Alec N. Brown; Brett A. Bolton; Hairong Guan

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
176 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

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.

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