Catalytic Activity Dependency on Catalyst Components in Aerobic Copper-TEMPO Oxidation

Esa T.T. Kumpulainen; Ari M.P. Koskinen

doi:10.1002/chem.200901245

Catalytic Activity Dependency on Catalyst Components in Aerobic Copper-TEMPO Oxidation

Esa T.T. Kumpulainen, Ari M.P. Koskinen

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Abstract

The influence of catalyst components in the copper–TEMPO (2,2,6,6-tetramethylpiperidine N-oxide) catalysed aerobic oxidation of alcohols was investigated. The type and amount of base greatly influences reactivity. The bipyridyl ligand concentration had no major influence on catalysis, but excessive
amounts led to a decrease in activity for longer reaction times. The kinetic dependency for TEMPO was found to be 1.15, and for copper 2.25, which is an indication of a binuclear catalytic system. Optimised conditions with various allylic and aliphatic alcohols give good to excellent rapid oxidations.

Original language	English
Pages (from-to)	10901-10911
Journal	CHEMISTRY: A EUROPEAN JOURNAL
Volume	15
Issue number	41
DOIs	https://doi.org/10.1002/chem.200901245
Publication status	Published - 2009
MoE publication type	A1 Journal article-refereed

Keywords

alcohols
copper
homogenous catalysis
oxidation
TEMPO

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10.1002/chem.200901245

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title = "Catalytic Activity Dependency on Catalyst Components in Aerobic Copper-TEMPO Oxidation",

abstract = "The influence of catalyst components in the copper–TEMPO (2,2,6,6-tetramethylpiperidine N-oxide) catalysed aerobic oxidation of alcohols was investigated. The type and amount of base greatly influences reactivity. The bipyridyl ligand concentration had no major influence on catalysis, but excessive amounts led to a decrease in activity for longer reaction times. The kinetic dependency for TEMPO was found to be 1.15, and for copper 2.25, which is an indication of a binuclear catalytic system. Optimised conditions with various allylic and aliphatic alcohols give good to excellent rapid oxidations.",

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AU - Kumpulainen, Esa T.T.

AU - Koskinen, Ari M.P.

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Y1 - 2009

N2 - The influence of catalyst components in the copper–TEMPO (2,2,6,6-tetramethylpiperidine N-oxide) catalysed aerobic oxidation of alcohols was investigated. The type and amount of base greatly influences reactivity. The bipyridyl ligand concentration had no major influence on catalysis, but excessive amounts led to a decrease in activity for longer reaction times. The kinetic dependency for TEMPO was found to be 1.15, and for copper 2.25, which is an indication of a binuclear catalytic system. Optimised conditions with various allylic and aliphatic alcohols give good to excellent rapid oxidations.

AB - The influence of catalyst components in the copper–TEMPO (2,2,6,6-tetramethylpiperidine N-oxide) catalysed aerobic oxidation of alcohols was investigated. The type and amount of base greatly influences reactivity. The bipyridyl ligand concentration had no major influence on catalysis, but excessive amounts led to a decrease in activity for longer reaction times. The kinetic dependency for TEMPO was found to be 1.15, and for copper 2.25, which is an indication of a binuclear catalytic system. Optimised conditions with various allylic and aliphatic alcohols give good to excellent rapid oxidations.

KW - alcohols

KW - copper

KW - homogenous catalysis

KW - oxidation

KW - TEMPO

U2 - 10.1002/chem.200901245

DO - 10.1002/chem.200901245

M3 - Article

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JO - CHEMISTRY: A EUROPEAN JOURNAL

JF - CHEMISTRY: A EUROPEAN JOURNAL

IS - 41

ER -

Catalytic Activity Dependency on Catalyst Components in Aerobic Copper-TEMPO Oxidation

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Keywords

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