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- Title
Transfer Hydrogenation and Hydrogenation of Commercial-Grade Aldehydes to Primary Alcohols Catalyzed by 2-(Aminomethyl)pyridine and Pincer Benzo[ h]quinoline Ruthenium Complexes.
- Authors
Baldino, Salvatore; Facchetti, Sarah; Zanotti‐Gerosa, Antonio; Nedden, Hans Günter; Baratta, Walter
- Abstract
The chemoselective reduction of commercial-grade aldehydes (97-99 %) to primary alcohols is achieved with cis-[RuCl2(ampy)(PP)] [ampy=2-(aminomethyl)pyridine; PP=1,4-bis(diphenylphosphino)butane, 1,1′-ferrocenediyl-bis(diphenylphosphine)] and pincer [RuCl(CNNR)(PP)] [PP=1,3-bis(diphenylphosphino)propane, 1,4-bis(diphenylphosphino)butane, 1,1′-ferrocenediyl-bis(diphenylphosphine); HCNNR=4-substituted-2-aminomethyl-benzo[ h]quinoline; R=Me, Ph] complexes by transfer hydrogenation and hydrogenation reactions. Aromatic, conjugated, and aliphatic aldehydes are converted quantitatively to the corresponding alcohols using 2-propanol with potassium carbonate at substrate/catalyst ratios up to 100 000 by transfer hydrogenation, whereas aldehyde hydrogenation (5-20 atm of H2) is achieved efficiently in MeOH in the presence of KO tBu at substrate/catalyst ratios up to 40 000.
- Subjects
CHEMICAL alcohol synthesis; ALDEHYDES; HYDROGENATION; QUINOLINE derivatives; RUTHENIUM compounds; CATALYSIS
- Publication
ChemCatChem, 2016, Vol 8, Issue 13, p2279
- ISSN
1867-3880
- Publication type
Article
- DOI
10.1002/cctc.201600420