Tsuji–Wacker Oxidation of Terminal Olefins using a Palladium–Carbon Nanotube Nanohybrid

Donck, Simon; Gravel, Edmond; Shah, Nimesh; Jawale, Dhanaji V.; Doris, Eric; Namboothiri, Irishi N. N.

doi:10.1002/cctc.201500241

Cited by 36 publications

(24 citation statements)

References 45 publications

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“…The process was completely heterogeneous and the catalyst can be reused 5 times without loss of activity. The same catalyst can be used in the aerobic Tsuji‐Wacker oxidation of terminal olefins with CuCl as co‐catalyst at room temperature (Scheme b) . Although the reactions were slow (24–48 h), selectivity toward methyl ketones was high in all cases and several functional groups were tolerated during the process.…”

Section: Carbon Nanotubes‐based Catalystsmentioning

confidence: 99%

Modified Nanocarbons for Catalysis

2018

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Nanocarbons represent useful scaffolds in the preparation of last generation nanostructured catalysts, and their chemical functionalization through covalent or non‐covalent modification is becoming an important tool for introducing well‐distributed anchoring points and, in the meantime, could be the first step toward the assembling of hybrid nanostructured materials with a hierarchical order. In this Review are reported synthesis and catalytic applications of chemically modified nanocarbons such as fullerene, carbon nanotubes, graphene, nanohorns and nanodiamonds in organocatalytic and metal‐based (metal nanoparticles, organometallic complexes) reactions, covering major chemical reactions encompassing, the oxidation of alcohols, aldehydes, olefins, and silanes, hydrogenation reactions of aldehydes, ketones, and alkenes, dehydrogenative coupling of silanes, C−C coupling reactions, epoxidation of alkenes, CO2 fixation into cyclic carbonates, and asymmetric reactions, among others.

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Section: Carbon Nanotubes‐based Catalystsmentioning

confidence: 99%

Modified Nanocarbons for Catalysis

2018

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“…Important features such as low cost, inertness, high specific surface area, good chemical/thermal/mechanical stability, chemically tunable topography, and facile reclaim of the supported metals, have attracted attention in the disputed area of catalysis . Bearing in mind the efficiency of metal‐based CNTs in catalytic reactions, recently the Namboothiri and Doris groups have described numerous reactions with the use of such catalysts to perform oxidation reactions ,. For example, carbon‐nanotube/rhodium nanohybrids were used for the catalytic aerobic oxidation of diverse substrates such as hydroquinones at room temperature (Scheme ) .…”

Section: Resultsmentioning

confidence: 99%

Combination of Aryl Diselenides/Hydrogen Peroxide and Carbon‐Nanotube/Rhodium Nanohybrids for Naphthol Oxidation: An Efficient Route towards Trypanocidal Quinones

Carvalho

Jardim

Santos

et al. 2018

Chemistry A European J

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This work reports a combination of aryl diselenides/hydrogen peroxide and carbon-nanotube (CNT)/rhodium nanohybrids (RhCNT) for naphthol oxidation towards the synthesis of 1,4-naphthoquinones and evaluation of their relevant trypanocidal activity. Under a combination of (PhSe) /H O in the presence of O in iPrOH/hexane, several benzenoid (A-ring)-substituted quinones were prepared in moderate to high yields. We also studied the contribution of RhCNT as co-catalyst in this process and, in some cases, yields were improved. This method provides an efficient and versatile alternative for preparing A-ring-modified naphthoquinonoid compounds with relevant biological profile.

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“…8,9 Carbon nanotubes were chosen as support due to their chemical inertness, high surface area, and ability to stabilize transient higher oxidation states of metals. 10 The activity of our gold-carbon nanotube assembly (AuCNT) has already been demonstrated for the oxidation of silanes and alcohols, the reductive amination and N-formylation of aldehydes, as well as in the one-pot alcohol oxidation-imine formation for the synthesis of quinoxalines.…”

Section: Introductionmentioning

confidence: 99%

“…8 In a similar fashion, RuCNT was successfully employed for the selective reduction of nitroarenes to anilines and arylhydroxylamines, PdCNT for the room temperature Suzuki coupling of aryl halides and Tsuji-Wacker oxidation of terminal olens, and RhCNT for the dehydrogenation of Nheterocycles. 9 Herein we report for the rst time the use of the AuCNT nanohybrid in the catalytic deoxygenation of amine Noxides (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%