A simple method for desymmetrizing 1,1'-ferrocenedicarboxaldehyde

DOI: 10.1016/j.tetlet.2014.05.040

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) , Michael R. 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′-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

Added On: 09/06/2014 14:48

Discipline Tags:

Chemistry Organometallic Chemistry

Technical Tags:

Diffraction Single Crystal X-ray Diffraction (SXRD)