The kinetics of the Oxidation of several sodium p-alkylbenzenesulfonates by aqueous dichromate have been studied under slightly acidic conditions (pH = 7.0 to 5.4). The results indicate that the on...

Oxochromium(VI) reagents are some of the most extensively used oxidants for introducing oxygen into organic molecules.1–16 These versatile, sometimes selective, and synthetically useful oxidants react with almost all types of oxidizable groups. This chapter will discuss mechanisms, scope and limitations, and experimental procedures for chromic acid (1), chromyl acetate (2), 17–19 chromyl chloride (3), 13, 15, 20–22 tert-butyl chromate (4), 23, 24 chromium trioxide-pyridine complex (Sarett reagent, 5), 23, 25–28 dipyridine chromium(VI) oxide (Collins reagent, 6), 29–31 pyridinium chlorochromate (PCC, 7), 32 pyridinium dichromate (PDC, 8), 33–35 2, 2′-bipyridinium chlorochromate (BiPy · HCrO3Cl, 9), 36, 37 tetraalkylammonium chromates, 38 supported chromium(VI) oxidants, 39–41 and other chromium(VI) oxidants. A short background review, which describes in general terms the characteristics of some of the more commenly used oxochromium(VI) oxidants, is given below.

Oxidation of Hydrocarbons. III. Kinetics and Mechanism of the Oxidation of Arenes by Aqueous Sodium Dichromate

Oxidation by Oxochromium(VI) Compounds

Oxidation of aromatic hydrocarbons with differing numbers of fused aromatic rings (2-5), have been studied in two solvent environments (monophasic and biphasic) using ruthenium-ion-catalyzed oxidation (RICO). RICO reduces the aromaticity of the polyaromatic core of the molecule in a controlled manner by selective oxidative ring opening. Moreover, the nature of the solvent system determines the product type and distribution, for molecules with more than two aromatic rings. Competitive oxidation between substrates with different numbers of aromatic rings has been studied in detail. It was found that the rate of polyaromatic hydrocarbon oxidation increases with the number of fused aromatic rings. A similar trend was also identified for alkylated aromatic hydrocarbons. The proof-of-concept investigation provides new insight into selective oxidation chemistry for upgrading of polyaromatic molecules.

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Oxidation of Polynuclear Aromatic Hydrocarbons using Ruthenium-Ion-Catalyzed Oxidation: The Role of Aromatic Ring Number in Reaction Kinetics and Product Distribution.

Oxidation of Hydrocarbons. III. Kinetics and Mechanism of the Oxidation of Arenes by Aqueous Sodium Dichromate

Citations

Oxidation by Oxochromium(VI) Compounds

Oxidation of Polynuclear Aromatic Hydrocarbons using Ruthenium-Ion-Catalyzed Oxidation: The Role of Aromatic Ring Number in Reaction Kinetics and Product Distribution.

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