Efficient Oxidation of Alcohols with Potassium Permanganate Adsorbed on Aluminum Silicate Reagent

Summary. A new reagent, potassium permanganate adsorbed on aluminum silicate, suitable for the oxidation of primary and secondary alcohols to the corresponding carbonyl compounds is described.     

An Efficient Selective Oxidation of Alcohols with Potassium Permanganate Adsorbed on Aluminum Silicate under Solvent-free Conditions and Shaking

A new procedure for the selective oxidation of alcohols to the corresponding aldehydes and ketones with potassium permanganate supported on aluminum silicate at room temperature under solvent-free conditions and shaking is reported.     

An Efficient Selective Oxidation of Alcohols with Potassium Permanganate Adsorbed on Aluminum Silicate under Solvent-free Conditions and Shaking

Summary. A new procedure for the selective oxidation of alcohols to the corresponding aldehydes and ketones with potassium permanganate supported on aluminum silicate at room temperature under solvent-free conditions and shaking is reported.     

Chromic Acid Adsorbed on Aluminium Silicate: A New Reagent for Oxidation of Primary Alcohols to Aldehydes

That chromic acid adsorbed on aluminium silicate is a new reagent suitable for oxidation of primary alcohols to corresponding aldehydes is described.     

Selective Oxidation of Alcohols with a New Reagent: Iron(III) Nitrate Supported on Aluminum Silicate

A selective and effective oxidation of alcohols, except aliphatic alcohols, such as 1‐hexanol or 1‐octyl alcohol, to the corresponding aldehydes and ketones using a new reagent, iron(III) nitrate supported on aluminum silicate, under heterogeneous conditions with reflux with 85–98% yield is described.     

Oxidation of Benzylic Alcohols to Carbonyl Compounds with Potassium Permanganate in Ionic Liquids

Abstract

The selective oxidation of primary and secondary benzylic alcohols with potassium permanganate in ionic liquids to give corresponding aldehydes and ketones in 83–97% yields has been described.     

Homogeneous Oxidation of Alcohols by Copper Permanganate

An improved protocol for the oxidation of sec. alcohols by copper permanganate is described by carrying out the reaction in a homogeneous medium (acetic acid), affording rapid and complete conversion to the ketones.     

The Permanganate Oxidation of Triethylamine; Evidence for the Formation of Manganate Ion in Potassium Permanganate/Triethylamine Reagent

The active oxidant of KMnO_4/Et₃N reagent has been verified as potassium manganate by ultraviolet spectrometry, and the final oxidation product as manganese(IV) oxide by iodometric titration.     

Chromic Acid Adsorbed on Kieselguhr: A New Reagent for the Oxidation of Primary Alcohols to Aldehydes

A new reagent, chromic acid adsorbed on kieselguhr, suitable for the oxidation of primary alcohols to the corresponding aldehydes is described.     

Iodination with Potassium Permanganate/Hydroiodic Acid/Acetonitrile Reagent

Iodination of various aromatic amines proceeds smoothly with a preformed homogeneous mixture of hydroiodic acid potassium permanganate in acetonitrile. para-Substituted products were obtained in high yields (71-78%) within twelve hours at room temperature. With a slight modification of the permanganate, hydroiodic acid and substrate ratio, iodination of alkynes to vic-diiodoalkenes can be carried out at 60 °C in 65-87% yield.     

Trimethylammonium Chlorochromate Adsorbed on Alumina:a New Reagent for the Oxidation of Alcohols to the Corresponding carbonyl Compounds

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Quinaldinium Chlorochromate Supported on Alumina: A New and Efficient Reagent for the Oxidation of Alcohols

The new, mild chromium(VI) oxidizing agent, quinaldinium chlorochromate supported on neutral alumina, was prepared as a stable yellow solid. The reagent is suitable to oxidize various primary and secondary alcohols to the corresponding carbonyl compounds and anthracene to anthraquinone in good yields.     

Quinaldinium Chlorochromate Supported on Alumina: A New and Efficient Reagent for the Oxidation of Alcohols

Summary. The new, mild chromium(VI) oxidizing agent, quinaldinium chlorochromate supported on neutral alumina, was prepared as a stable yellow solid. The reagent is suitable to oxidize various primary and secondary alcohols to the corresponding carbonyl compounds and anthracene to anthraquinone in good yields.     

Ammonium Chlorochromate Adsorbed on Silica Gel: A New Reagent for the Oxidation of Alcohols and Benzoins to Corresponding Carbonyl Compounds

A new reagent, Ammonium chlorochromate adsorbed on silica gel, suitable for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds is described.     

N-Methyl Morpholine Chlorochromate: An Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carbonyl Compounds

Instantaneous generation of N-methyl morpholine chlorochromate (NMMCC) is an efficient reagent for oxidation of primary and secondary alcohols to the corresponding carbonyl compounds. The comparison of reaction time and product yield was studied with novel NMMCC and other chlorochromate reagents and shows that the presented method requires less reaction time with good yield at laboratory temperature. The synthesis of reagent, formation of toxic and hazardous chromylchloride have been avoided, and also use of NMMCC under microwave irradiation for oxidation leads to fast reaction time and success of the strategy.     

N-Methyl Piperidinium Chlorochromate Adsorbed on Alumina: A New and Selective Reagent for the Oxidation of Benzylic Alcohols to their Corresponding Carbonyl Compounds

Summary.  N-Methyl piperidinium chlorochromate adsorbed on alumina oxidizes a wide variety of benzylic alcohols to the corresponding carbonyl compounds. Received May 18, 2000. Accepted (revised) July 4, 2000     

Boosting Low-Valent Aluminum(I) Reactivity with a Potassium Reagent

The reagent RK [R=CH(SiMe₃)₂ or N(SiMe₃)₂] was expected to react with the low-valent (^DIPPBDI)Al (^DIPPBDI=HC[C(Me)N(DIPP)]₂, DIPP=2,6-iPr-phenyl) to give [(^DIPPBDI)AlR]⁻K⁺. However, deprotonation of the Me group in the ligand backbone was observed and [H₂C=C(N-DIPP)−C(H)=C(Me)−N−DIPP]Al⁻K⁺ ( 1 ) crystallized as a bright-yellow product (73 %). Like most anionic Al^I complexes, 1 forms a dimer in which formally negatively charged Al centers are bridged by K⁺ ions, showing strong K⁺⋅⋅⋅DIPP interactions. The rather short Al–K bonds [3.499(1)–3.588(1) Å] indicate tight bonding of the dimer. According to DOSY NMR analysis, 1 is dimeric in C₆H₆ and monomeric in THF, but slowly reacts with both solvents. In reaction with C₆H₆, two C−H bond activations are observed and a product with a para-phenylene moiety was exclusively isolated. DFT calculations confirm that the Al center in 1 is more reactive than that in (^DIPPBDI)Al. Calculations show that both Al^I and K⁺ work in concert and determines the reactivity of 1 .     

Highly Efficient Etherification and Oxidation of Aromatic Alcohols Using Supported and Unsupported Phosphorus Pentoxide as a Heterogeneous Reagent

A highly efficient procedure for etherification and oxidation of aromatic alcohol is described using unsupported and supported P₂O₅ on alumina and/or silica gel. The silica gel and alumina proved to be the most suitable support among the supports examined in our experiments. It was illustrated that the etherification and oxidative performance in reactions depend largely upon variables including reaction temperature, the nature of the P₂O₅ used (supported or unsupported P₂O₅), and whether solvent-free conditions are applied. It was shown that P₂O₅ not only can convert the aromatic alcohols into corresponding ethers and/or aldehyde and ketone but also can convert aromatic ethers into aldehyde or ketone via oxidative cleavage. Finally, quantum mechanical calculations were performed to rationalized these events, and it was indicated that aldehyde and ketone are more favorable products on the basis of the heat of formation (ΔH_f).