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Synthesis 1988; 1988(11): 893-894
DOI: 10.1055/s-1988-27742
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A Simple Route to Racemic Acenaphthene-1-carboxylic Acid via Hydroformylation of Acenaphthylene

Andrea Raffaelli* , Carlo Rosini, Massimo Dini, Piero Salvadori
  • *Centro di Studio del C.N.R. per le Macromolecole Stereordinate ed Otticamente Attive, Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Risorgimento, 35, I-56126 Pisa, Italy
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Publication Date:
20 August 2002 (online)

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Hydroformylation of acenaphthylene using di-μ-chlorotetracarbonyl-dirhodium/triphenylphosphine as catalytic precursor affords acenaphthene-1-carboxaldehyde under mild conditions in 80% yield. This compound is easily transformed, via dehydration of the corresponding oxime followed by hydrolysis of the nitrile, into acenaphthene-1-carboxylic acid in an overall yield of ≍ 50%.