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Aqueous oxidation of alcohols catalyzed by artificial metalloenzymes based on the biotin-avidin technology
Journal
Journal of Organometallic Chemistry
Volume
690
Number
20
Pages / Article-Number
4488-4491
Keywords
artificial metalloenzymes, ruthenium, oxidation, piano stool complex, biotin-avidin technology
Abstract
Based on the incorporation of biotinylated organometallic catalyst precursors within (strept)avidin, we have developed artificial metalloenzymes for the oxidation of secondary alcohols using tert-butylhydroperoxide as oxidizing agent. In the presence of avidin as host protein, the biotinylated aminosulfonamide ruthenium piano stool complex 1 (0.4 mol%) catalyzes the oxidation of sec-phenethyl alcohol at room temperature within 90 h in over 90% yield. Gel electrophoretic analysis of the reaction mixture suggests that the host protein is not oxidatively degraded during catalysis.