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A Convenient Nitroxyl Radical Catalyst for the Selective Oxidation of Primary and Secondary Alcohols to Aldehydes and Ketones by O 2 and H 2 O 2 under Mild Conditions

2003; American Chemical Society; Volume: 7; Issue: 6 Linguagem: Inglês

10.1021/op034063o

1520-586X

Francesco Minisci, Francesco Recupero, Marianna Rodinò, Massimiliano Sala, Armin Schneider,

Vanadium and Halogenation Chemistry

A new macrocyclic tetrafunctional nitroxyl radical, I, developed by Ciba Specialty Chemicals, is a particularly effective catalyst in combination with Mn(II) and Co(II) or Cu(II) nitrates for the selective oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones by air or O2 under mild conditions (ambient temperature and pressure) or H2O2. A distinctive feature of I is the possibility of easy recovery and recycles, due to its low solubility, particularly as ammonium salt, in most organic solvents, which makes it especially useful for practical applications.