DOI: 10.1002/adsc.200900663. Aerobic Oxidation of Primary Aliphatic Alcohols to Aldehydes Catalyzed by a Palladium(II) Polyoxometalate Catalyst

Aerobic Oxidation of Primary Aliphatic Alcohols to Aldehydes Catalyzed by a Palladium(II) Polyoxometalate Catalyst

10.1002/adsc.200900663

Crossref journal-article

Wiley

Advanced Synthesis & Catalysis (311)

Abstract

AbstractA hexadecyltrimethylammonium salt of a “sandwich” type polyoxometalate has been used as a ligand to attach a palladium(II) center. This Pd‐POM compound was an active catalyst for the fast aerobic oxidation of alcohols. The unique property of this catalyst is its significant preference for the oxidation of primary versus secondary aliphatic alcohols. Since no kinetic isotope effect was observed for the dehydrogenation step, this may be the result of the intrinsically higher probability for oxidation of primary alcohols attenuated by steric factors as borne out by the higher reactivity of 1‐octanol versus 2‐ethyl‐1‐hexanol. The reaction is highly selective to aldehyde with little formation of carboxylic acid; autooxidation is inhibited. No base is required to activate the alcohol. The fast reactions appear to be related to the electron‐acceptor nature of the polyoxometalate ligand that may also facilitate alcohol dehydrogenation in the absence of base.

Bibliography

Barats, D., & Neumann, R. (2010). Aerobic Oxidation of Primary Aliphatic Alcohols to Aldehydes Catalyzed by a Palladium(II) Polyoxometalate Catalyst. Advanced Synthesis & Catalysis, 352(2â3), 293â298. Portico.

Authors 2

Delina Barats (first)
Ronny Neumann (additional)

References 57 Referenced 55

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Dates

Type	When
Created	15 years, 6 months ago (Feb. 5, 2010, 9:20 a.m.)
Deposited	1 year, 11 months ago (Aug. 31, 2023, 9:08 a.m.)
Indexed	2 months, 4 weeks ago (May 27, 2025, 9:21 a.m.)
Issued	15 years, 6 months ago (Feb. 15, 2010)
Published	15 years, 6 months ago (Feb. 15, 2010)
Published Online	15 years, 6 months ago (Feb. 17, 2010)
Published Print	15 years, 6 months ago (Feb. 15, 2010)

Funders 0

None

BibTeX

@article{Barats_2010, title={Aerobic Oxidation of Primary Aliphatic Alcohols to Aldehydes Catalyzed by a Palladium(II) Polyoxometalate Catalyst}, volume={352}, ISSN={1615-4169}, url={http://dx.doi.org/10.1002/adsc.200900663}, DOI={10.1002/adsc.200900663}, number={2–3}, journal={Advanced Synthesis & Catalysis}, publisher={Wiley}, author={Barats, Delina and Neumann, Ronny}, year={2010}, month=feb, pages={293–298} }

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