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A simple method for desymmetrizing 1,1′-ferrocenedicarboxaldehyde
Authors:Andrew C Benniston  Dumitru Sirbu  Constantin Turta  Michael R Probert  William Clegg
Institution:1. Molecular Photonics Laboratory, School of Chemistry, Newcastle University, Newcastle upon Tyne NE1 7RU, UK;2. Institute of Chemistry, Academy of Sciences of Moldova, 3, Academiei str., Chisinau, Republic of Moldova;3. Crystallography Laboratory, School of Chemistry, Newcastle University, Newcastle upon Tyne NE1 7RU, UK
Abstract:A simple chromatography-free method for desymmetrizing ferrocene is described starting from the readily available dialdehyde. Oxidation of 1,1′-ferrocenedicarboxaldehyde in a water/acetonitrile mixture with KMnO4 produced 1′-formyl-ferrocenecarboxylic acid. The same reaction carried out in a water/acetone mixture produced 1′-(E)-3-oxo-but-1-enyl]-ferrocenecarboxylic acid.
Keywords:Ferrocene  Oxidation  Desymmetrization  Carboxylic acid  Michael addition
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