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2,5‐Diphenyl‐3,4‐bis(2‐pyridyl)cyclopenta‐2,4‐dien‐1‐one as a Redox‐Active Chelating Ligand
Author(s) -
Siemeling Ulrich,
Scheppelmann Imke,
Heinze Jürgen,
Neumann Beate,
Stammler Anja,
Stammler HansGeorg
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200400465
Subject(s) - chemistry , redox , electrochemistry , chelation , divalent , ligand (biochemistry) , valence (chemistry) , ion , metal , bite angle , crystallography , stereochemistry , metal ions in aqueous solution , inorganic chemistry , electrode , receptor , organic chemistry , biochemistry , denticity
2,5‐Diphenyl‐3,4‐bis(2‐pyridyl)cyclopenta‐2,4‐dien‐1‐one ( 1 ), a close relative of tetraphenylcyclopentadienone, is a new ligand platform for use in redox switches and sensors. Compound 1 acts as a molecular electrochemical sensor towards a range of divalent metal ions and exhibits favourable two‐wave behaviour. It forms chelates of the type [( 1 )MX 2 ], whose stability is enhanced by five orders of magnitude upon one‐electron reduction. The bite angle of 1 is close to 90° in these complexes. The attachment of the 14‐valence‐electron Cp*Co fragment to the cyclopentadienone π system reduces the bite angle and thus modulates the binding characteristics of 1 .