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Palladium-catalyzed Aerobic Oxidation of Unprotected Polyols (Abstract/Poster in atti di convegno)
- Type
- Label
- Palladium-catalyzed Aerobic Oxidation of Unprotected Polyols (Abstract/Poster in atti di convegno) (literal)
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- 2010-01-01T00:00:00+01:00 (literal)
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Oberhauser, Werner; Bettucci, Lorenzo (2010)
Palladium-catalyzed Aerobic Oxidation of Unprotected Polyols
in 3rd EuCheMS Chemistry Congres, Nuernberg, Germany, 29.08.-02.09
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- Oberhauser, Werner; Bettucci, Lorenzo (literal)
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- Titolo
- Palladium-catalyzed Aerobic Oxidation of Unprotected Polyols (literal)
- Abstract
- Palladium-catalyzed aerobic oxidation of unprotected polyols
Werner Oberhauser and Lorenzo Bettucci
Istituto di Chimica dei Composti Organometallici (ICCOM-CNR), Area di Ricerca, CNR di Firenze, via Madonna del Piano 10, 50019 Sesto Fiorentino, Italy.
E-mail: werner.oberhauser@iccom.cnr.it
The oxidation of alcohols to carbonyl compounds is an important functional group transformation in organic chemistry.[1] Most of the actually applied synthetic protocols use either stoichiometric amounts of organic oxidants or toxic metal-based catalysts.[2]
An attractive alternative to these oxidation protocols are palladium-based catalysts that use oxygen or air as oxidizing reagent, that are inexpensive, readily available and yield either H2O and/or H2O2 as by-products of the oxidation reaction.[3] The most promising palladium-based catalytic system for the aerobic alcohol oxidation comprises palladium acetate in combination with either pyridine-based ligands[4] or the water-soluble bathophenanthroline ligand.[5]
We present the synthesis of a series of Pd-pyridine complexes characterized by a different Pd-ligand ratio and their application in the chemoselective aerobic oxidation of unprotected polyols carried out in a solvent mixture of toluene and DMSO.
Literature:
[1] J.-E. Bäckvall, Modern Oxidation Methods 2004, Wiley-VCH.
[2] J. B. Arterburn, Tetrahedron 2001, 57, 9765.
[3] S. S. Stahl, Angew. Chem. Int. Ed. 2004, 43, 3400.
[4] T. Nishimura, T. Onoue, K. Ohe, S. Uemura, J. Org. Chem. 1999, 64, 6750.
[5] G.-J. ten Brink, I. W. C. E. Arends, R. A. Sheldon, Science 2000, 287, 1636. (literal)
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