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A simple method for desymmetrizing 1,1'-ferrocenedicarboxaldehyde

DOI: 10.1016/j.tetlet.2014.05.040 DOI Help

Authors: Andrew C. Benniston (Newcastle University) , Dumitru Sirbu (Institute of Chemistry, Academy of Sciences of Moldova) , Constantin Turta (Institute of Chemistry, Academy of Sciences of Moldova) , Mike Probert (Newcastle University) , William Clegg (Newcastle University)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Tetrahedron Letters , VOL 55 (28) , PAGES 3777-3780

State: Published (Approved)
Published: July 2014
Diamond Proposal Number(s): 6749

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 1,1'-formyl-ferrocenecarboxylic acid. The same reaction carried out in a water/acetone mixture produced 1'-[(E)-3-oxo-but-1-enyl]-ferrocenecarboxylic acid.

Journal Keywords: Ferrocene; Oxidation; Desymmetrization; Carboxylic Acid; Michael Addition

Subject Areas: Chemistry


Instruments: I19-Small Molecule Single Crystal Diffraction

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