Hydroxylation versus Halogenation of Aliphatic C?H Bonds by a Dioxygen-Derived Iron–Oxygen Oxidant: Functional Mimicking of Iron Halogenases
An iron–oxygen intermediate species generated in situ in the reductive activation of dioxygen by an iron(II)–benzilate complex of a monoanionic facial N3ligand, promoted the halogenation of aliphatic C?H bonds in the presence of a protic acid and a halide anion. An electrophilic iron(IV)–oxo oxidant with a coordinated halide is proposed as the active oxidant. The halogenation reaction with dioxygen and the iron complex mimics the activity of non-heme iron halogenases.
Chatterjee, Sayanti,Paine, Tapan Kanti
supporting information
p. 7717 - 7722
(2016/07/07)
Synergistic palladium-catalyzed C(sp3)-H Activation/C(sp 3)-O bond formation: A direct, step-economical route to benzolactones
Simplified access: Substituted benzolactones can be obtained in one step by a Pd-catalyzed ligand-accelerated C(sp3)-H bond-activation/C(sp 3)-O bond-formation protocol. This step-economical approach enables the preparation of benzolactones with a wide variety of functional groups and different substitution patterns. The method is characterized by its simplicity and the avoidance of protecting groups.
Pt-Catalyzed sp3 C-H bond activation of o-alkyl substituted aromatic carboxylic acid derivatives for the formation of aryl lactones
Synthesis of aryl lactones from ortho-alkyl substituted aromatic carboxylic acids is described on the basis of sp3 C-H bond activation using either palladium or platinum catalysts. Kinetic isotope studies reveal that the reaction takes place presumably by the chelation assistance of metal catalyst to the carboxylic group followed by the C-H bond activation.
Lee, Ji Min,Chang, Sukbok
p. 1375 - 1379
(2007/10/03)
Oxidation of Aromatic Compounds. II. Oxidation of Methyl Derivatives of Benzoic Acid and Acetophenone in the System HSO3F-PbO2
Low-temperature oxidation of methyl derivatives of benzoic acid and acetophenone in the system HSO3F-PbO2 proceeds with intermediate formation of radical cations and results in replacement of hydrogen atom in methyl group or benzene ring.The reaction allows preparation of various substituted derivatives of benzyl alcohols and alkylated phthalides.
Rudenko, A. P.,Korovina, N. S.
p. 1084 - 1088
(2007/10/03)
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