A method for the anaerobic oxidation of a wide series of alcohols including cyclohexanols and steroidal alcohols, has been set up. It relies on a transfer dehydrogenation reaction from the substrate alcohol to styrene catalyzed by a heterogeneous, reusable copper catalyst under very mild liquid-phase experimental conditions (90 degrees C, N(2)) and shows unusual selectivity. Thus, the method is selective for the oxidation of secondary and allylic alcohols even in the presence of unprotected primary and benzylic alcohols. Electronic effects and the choice of the hydrogen acceptor account for the selectivity observed.
|Titolo:||Synthetic scope of alcohol transfer dehydrogenation catalyzed by Cu/Al2O3: a new metallic catalyst with unusual selectivity.|
|Autori interni:||FUSI, ACHILLE|
|Parole Chiave:||alcohols ; dehydrogenation ; heterogeneous catalysis ; hydrogen transfer ; oxidation|
|Settore Scientifico Disciplinare:||Settore CHIM/03 - Chimica Generale e Inorganica|
|Data di pubblicazione:||2006|
|Digital Object Identifier (DOI):||10.1002/chem.200501619|
|Appare nelle tipologie:||01 - Articolo su periodico|