Oxidation by Chemical Manganese Dioxide. Part 1. Facile Oxidation of Benzylic Alcohols in Hexane†

Hirano, Masao; Yakabe, Shigetaka; Chikamori, Hideki; Clark, James H.; Morimoto, Takashi

doi:10.1039/a709079j

Cited by 14 publications

(2 citation statements)

References 40 publications

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“…1,3-Diphenyl-2-propanone ( 5 ) was reacted with benzaldehyde in the presence of NaOH to afford diol 6 . The oxidation of diol 6 to 7 was tried with trichloroisocyanuric/TEMPO oxidation − and oxidation with activated manganese dioxide, − copper chloride, pyridinium dichromate (PDC), and pyridinium chlorochromate (PCC), but 7 could not be obtained. As a final trial, the Jones reagent was employed and 7 was synthesized successfully .…”

Section: Resultsmentioning

confidence: 99%

Tetraphenyl-1,4-dioxin and Tetraphenyl-pyrane-4-one: Old Molecules, New Insights

Soydan,

Okyar,

Zorlu

et al. 2023

ACS Omega

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Aggregation-induced emission (AIE) is a phenomenon where certain molecules or materials become highly luminescent when they aggregate or come together in a condensed state, such as a solid or a solution. Moreover, new molecules which show AIE properties are designed and synthesized for various applications like imaging, sensing, and optoelectronics. 2,3,5,6-Tetraphenylpyrazine (TPP) is one of the well-established examples of AIE. Herein, 2,3,5,6-tetraphenyl-1,4-dioxin (TPD) and 2,3,4,5-tetraphenyl-4H-pyran-4-one (TPPO), which are old molecules with TPP similarity, were studied, and new insights in terms of structure and aggregation-caused quenching (ACQ)/AIE properties were gained by means of theoretical calculations. Those calculations performed on TPD and TPPO aimed to provide a better understanding of their molecular structures and how they affect their luminescence properties. This information could be used to design new materials with improved AIE properties or to modify existing materials to overcome ACQ.

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Section: Resultsmentioning

confidence: 99%

Tetraphenyl-1,4-dioxin and Tetraphenyl-pyrane-4-one: Old Molecules, New Insights

Soydan,

Okyar,

Zorlu

et al. 2023

ACS Omega

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“…In 1998, four Japanese papers were published [6][7][8][9] in which selective oxidations of various classes of organic compounds were reported, using Wako CMD as the effective oxidant. These heterogeneous reactions, carried out in hexane, CH 2 Cl 2 or acetone, often proceeded in nearly quantitative yields under relatively mild conditions.…”

Section: Introductionmentioning

confidence: 99%

Chemical Manganese Dioxide (CMD): lts Application to the Oxidative Iodination of Benzene, Halobenzenes and Some Deactivated Arenes †

2004

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Fluorinated Silica Gels Doped with TPAP as Effective Aerobic Oxidation Catalysts in Dense Phase Carbon Dioxide

Ciriminna

Campestrini²,

Pagliaro

2004

Adv Synth Catal

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Hybrid organic-inorganic fluorinated silica glasses doped with the ruthenium species TPAP (tetra-n-propylammonium perruthenate) are effective catalysts for the aerial oxidation of benzyl alcohol to benzaldehyde in dense phase CO 2 . Moderate silica fluorination (10%) by short-chain fluoroalkyl-containing monomers in the sol-gel polycondensation with TMOS affords highly active catalysts which at 75 8C and 220 bar selectively dehydrogenate the alcohol with oxygen as primary oxidant. Both the activity and the stability of the fluorinated materials vary with the degree of fluorination and the nature of the fluoroalkyl residue attached to the silica polymeric network. An explanation of the behaviour of doped sol-gel oxides in supercritical carbon dioxide is proposed which is thought to be of general validity for future practical applications to heterogeneously catalysed aerobic oxidations eliminating the current need for both organic solvents and stoichiometric oxidants.

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Oxidation by Chemical Manganese Dioxide. Part 1. Facile Oxidation of Benzylic Alcohols in Hexane†

Abstract: An inexpensive, stable, commercially available reagent, chemical manganese dioxide, can be used for the oxidation of a wide variety of benzylic alcohols and the C0C bond cleavage of aromatic diols in hexane under relatively mild conditions.

Cited by 14 publications

References 40 publications

Tetraphenyl-1,4-dioxin and Tetraphenyl-pyrane-4-one: Old Molecules, New Insights

Tetraphenyl-1,4-dioxin and Tetraphenyl-pyrane-4-one: Old Molecules, New Insights

Chemical Manganese Dioxide (CMD): lts Application to the Oxidative Iodination of Benzene, Halobenzenes and Some Deactivated Arenes †

Fluorinated Silica Gels Doped with TPAP as Effective Aerobic Oxidation Catalysts in Dense Phase Carbon Dioxide

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