An Efficient and Chemoselective Iron Catalyst for the Hydrogenation of Ketones

Iron complex 1 containing electronically coupled acidic and hydridic hydrogens catalyzes the hydrogenation of ketones under mild conditions. This hydrogenation catalyst shows high chemoselectivity for aldehydes, ketones, and imines, and isolated CC, C⋮C, C−X, −NO2, epoxides, and ester functions are...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2007-05, Vol.129 (18), p.5816-5817
Main Authors: Casey, Charles P, Guan, Hairong
Format: Article
Language:English
Subjects:
Catalysis
Hydrogen - chemistry
Iron - chemistry
Ketones - chemistry
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Summary:Iron complex 1 containing electronically coupled acidic and hydridic hydrogens catalyzes the hydrogenation of ketones under mild conditions. This hydrogenation catalyst shows high chemoselectivity for aldehydes, ketones, and imines, and isolated CC, C⋮C, C−X, −NO2, epoxides, and ester functions are unaffected by the hydrogenation conditions. Mechanistic studies have established a reversible hydrogen transfer step followed by rapid dihydrogen activation. The same iron complex also catalyzes transfer hydrogenation of ketones.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja071159f