Oxidation of alcohols by transfer hydrogenation: driving the equilibrium with an intramolecular trap

Tetrahedron Letters

Volumn 48, Issue 21, 2007, Pages 3639-3641

  Wise, Nicola J ^a   Williams, Jonathan M J ^a  

^a University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; LEVULINIC ACID; OXIDIZING AGENT; REAGENT;

ARTICLE; BIOTRANSFORMATION; CATALYST; COLUMN CHROMATOGRAPHY; CYCLIZATION; GAS CHROMATOGRAPHY; HYDROGENATION; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REDUCTION;

EID: 34247263716     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.03.135     Document Type: Article

References (11)

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3. 0, include: acetophenone (118 mV); 2-acetylfuran (122 mV); acetone (129 mV); cyclohexanone (162 mV); acetaldehyde (226 mV); formaldehyde (270 mV). Ref. 2 provides a list of the oxidation potentials of over 90 carbonyl compounds.
4. 0(B) = (RT/NF)ln K. The ratio of ketones at equilibrium is given by √K:1. The ketone with the lower oxidation potential will be the major component.
5. The equilibrium position at 110 °C is predicted to be 27% cyclohexanone.
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