2,5‐Diphenyl‐3,4‐bis(2‐pyridyl)cyclopenta‐2,4‐dien‐1‐one as a Redox‐Active Chelating Ligand | Zendy

Siemeling Ulrich | Zendy; Scheppelmann Imke | Zendy; Heinze Jürgen | Zendy; Neumann Beate | Zendy; Stammler Anja | Zendy; Stammler HansGeorg | Zendy

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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 .

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