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The Effect of pH Control on the Selective Ruthenium‐Catalyzed Oxidation of Ethers and Alcohols with Sodium Hypochlorite
Author(s) -
Gonsalvi Luca,
Arends Isabel W. C. E.,
Moilanen Pasi,
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.200303124
Subject(s) - chemistry , catalysis , ruthenium , sodium hypochlorite , selectivity , solvent , hypochlorite , organic chemistry , inorganic chemistry
Highly selective oxidations of ethers to esters or lactones and of secondary alcohols to ketones were achieved using catalytic amounts of various Ru precursors and the theoretical amount of NaOCl. Reactions were carried out in biphasic solvent mixtures at constant pH 9–9.5 via either feed‐on‐demand addition of HCl and NaOH or in the presence of NaHCO 3 /Na 2 CO 3 buffer. The catalyst could be easily recycled for at least 4 times with only minor loss in selectivity. Products were generally recovered by simple phase separation and evaporation of the organic solvent. The effects of catalyst precursor, additives and pH control method are also described.