Catalytic Conversions in Water. Part 23: Steric Effects and Increased Substrate Scope in the Palladium‐Neocuproine Catalyzed Aerobic Oxidation of Alcohols in Aqueous Solvents # | Zendy

Brink GerdJan ten | Zendy; Arends Isabel W. C. E. | Zendy; Hoogenraad Marcel | Zendy; Verspui Göran | Zendy; Sheldon Roger A. | Zendy

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Catalytic Conversions in Water. Part 23: Steric Effects and Increased Substrate Scope in the Palladium‐Neocuproine Catalyzed Aerobic Oxidation of Alcohols in Aqueous Solvents #

Author(s) -

Brink GerdJan ten,

Arends Isabel W. C. E.,

Hoogenraad Marcel,

Verspui Göran,

Sheldon Roger A.

Publication year - 2003

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200303134

Subject(s) - chemistry , catalysis , palladium , alcohol oxidation , steric effects , alcohol , phenanthroline , aqueous solution , substrate (aquarium) , medicinal chemistry , organic chemistry , inorganic chemistry , oceanography , geology

The steric influence of substituents on the 2‐ and 9‐positions of phenanthroline in the (2,9‐R 2 ‐1,10‐phenanthroline)palladium(II)‐catalyzed aerobic oxidation of 2‐hexanol was investigated by means of high throughput experimentation. (Neocuproine)Pd(OAc) 2 (RCH 3 ) was found to be a highly active catalyst for alcohol oxidation in 1 : 1 water/DMSO mixtures. The catalyst is unique in that it tolerates water, polar co‐solvents and a wide variety of functional groups in the alcohol. Turn‐over frequencies of >1500 h −1 were achieved and a series of alcohols was oxidised with 0.1 to 0.5 mol % of catalyst.

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