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    Cyclopentadienone-like behavior of fluorenone and 4,5-diazafluoren-9-one

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    Siemeling U, Scheppelmann I, Neumann B, Stammler H-G, Schoeller W. Cyclopentadienone-like behavior of fluorenone and 4,5-diazafluoren-9-one. ORGANOMETALLICS. 2004;23(4):626-628.The aromatic compounds fluorenone (1) and 4,5-diazafluoren-9-one (2) behave like cyclopentadienones in their reaction with [Cp*Co(C2H4)(2)] (3a), affording the sandwich-type complexes [Cp*Co(eta(4)-1)] (4) and [Cp*Co(eta(4)-2)] (5), respectively, whose structures have been determined by X-ray diffraction. Both complexes show double-bond fixation in their eta(2)-coordinated six-membered rings and belong to a new structure type of mononuclear organometallics. The cobalt-coordinated ligands 1 and 2 present in 4 and 5, respectively, may be replaced by two molecules of carbon monoxide. In accord with their cyclopentadienone-like nature, they are nucleophilic and undergo O-acylation with acetyl chloride, affording cobaltocenium species
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