Solvent-free selective aerobic oxidation of toluene by ultra fine nano-palladium catalyst

Fu, Baosong; Xiao, Zhou; Xiao, Guomin

doi:10.1016/j.apcata.2011.12.008

Cited by 22 publications

(11 citation statements)

References 29 publications

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“…In the field of oxidation, the current Pd-based catalysis was focusing mainly on the oxidations associating with dehydrogenation processes (alcohol oxidation 26,27 , Wacker oxidation 28,29 , oxidative couplings 30 , etc.). The aerobic oxidation of hydrocarbons to more functional compounds (aldehydes, ketones, acids or esters), one of the most important processes in petrochemical transformation, has been seldom reported by Pd catalysts 31,32 . Recently, the strategy of Au-Pd alloys have enabled O 2 to be used as oxidant in the catalytic oxidation of toluene 33 .…”

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confidence: 99%

Solvent-free aerobic oxidation of hydrocarbons and alcohols with Pd@N-doped carbon from glucose

et al. 2013

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The development of efficient systems for selective aerobic oxidation of hydrocarbons and alcohols to produce more functional compounds (aldehydes, ketones, acids or esters) with atmospheric air or molecular oxygen is a grand challenge for the chemical industry. Here we report the synthesis of palladium nanoparticles supported on novel nanoporous nitrogendoped carbon, and their impressive performance in the controlled oxidation of hydrocarbons and alcohols with air. In terms of catalytic activity, these catalysts afford much higher turnover frequencies (up to 863 turnovers per hour for hydrocarbon oxidation and up to B210,000 turnovers per hour for alcohol oxidation) than most reported palladium catalysts under the same reaction conditions. This work provides great potential for the application of ambient air and recyclable palladium catalysts in fine-chemical production with high activity.

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confidence: 99%

Solvent-free aerobic oxidation of hydrocarbons and alcohols with Pd@N-doped carbon from glucose

et al. 2013

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“…Efforts to oxidize toluene were unsuccessful and this may be due to the lower reaction temperature (80 °C) (entry 3, Table ). It has been reported earlier that aerobic oxidation of toluene requires higher temperature (140‐160 °C) ,. In addition, tetralin was converted to a value of 15% to its corresponding alcohol and ketone with the combined ol/one selectivity to 89% (entry 4, Table ).…”

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confidence: 96%

Aerobic Oxidation of Benzylic Hydrocarbons by Iron‐Based Metal Organic Framework as Solid Heterogeneous Catalyst

Nagarjun

Dhakshinamoorthy

2018

ChemistrySelect

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In the present work, the aerobic oxidation of indan is reported using Fe(BTC) (BTC: 1,3,5‐benzenetricarboxylate) as solid heterogeneous catalyst and tetrabutylammonium bromide (TBAB) as an additive under mild reaction conditions. Although aerobic oxidation of indane has been reported earlier using MOFs as heterogeneous catalysts, these methods require higher reaction temperature and catalytic amounts of radical initiator. Therefore, this study aims to report the aerobic oxidation of indan employing Fe(BTC) as catalyst without the need of initiators under mild reaction temperature. The catalytic data reveal that the indan conversion reaches to 18% with 97% selectivity of indanol at 80 °C in acetonitrile as solvent. Furthermore, the catalyst stability is surveyed by performing reusability experiments and observing no decay in its activity. On other hand, comparison of fresh with three times reused Fe(BTC) samples by powder X‐ray diffraction (XRD) and scanning electron microscope (SEM) indicates that the crystallinity and morphology of the reused sample, respectively is retained during the course of the reaction. Finally, two times reused Fe(BTC) exhibits similar electron spin resonance (ESR) pattern with that of fresh Fe(BTC), suggesting no changes in the oxidation state of iron.

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“…In recent times, high‐activity ultra‐fine Pd catalyst was synthesized and used in solvent‐free selective aerobic oxidation of toluene . A Pd(OAc) 2 /pyridine/K 2 CO 3 system selectively converted terpenic alcohols to respective aldehydes in the presence of dioxygen .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and catalytic properties of novel palladium(II) complexes containing aromatic sulfonamides: effective catalysts for the oxidation of benzyl alcohol

Dayan

Kalaycıoğlu

2012

Applied Organom Chemis

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In this article, N-(2-aminophenyl)arylsulfonamides (1-5) were successfully synthesized by the reaction of o-phenylenediamine and various benzenesulfonyl chlorides. The Schiff base derivatives (1a-f; 4e) of those compounds were obtained using different aldehydes. Then, a series of neutral-four coordinate Pd(II) complexes (6-10) were prepared from the reaction of Pd(OAc) 2 and 1-5. On the other hand, when we tried to synthesize Pd(II) complexes containing Schiff base/sulfonamide ligands, two different situations were observed. Generally, when an electron-donating group was attached to the imine fragment (1a-d) except for 1f, the Schiff base hydrolyzed and 6 was isolated. When an electron-withdrawing group was attached to the imine fragment (1e, 4e), neutral four-coordinate Pd(II) complexes (11-13) bearing Schiff base/sulfonamide ligands were isolated. The synthesized compounds were characterized by FT-IR, elemental analysis and NMR spectroscopy. The complexes were used as a catalyst in the oxidation reaction of benzyl alcohol to benzaldehyde in the presence of H 5 IO 6 in acetonitrile. All complexes showed satisfactory catalytic activity. The highest catalytic activity was obtained with 9.A solution of 1-5 (0.50 mmol) in DMSO (2 ml) was added to a solution of Pd(OAc) 2 (0.25 mmol) in DMSO(2 ml) in a Schlenk tube. The reaction mixture was stirred and heated at 70 C for 12 h, and then cooled. The volatiles were removed under reduced pressure. The residue was washed with diethyl ether (20 ml) and dried under vacuum. Data for Compounds 6-10Compound 6 Color brown; yield 73%; m.p. 300-301 C (dec.). 1 H NMR (DMSO-d 6 , d ppm): 6.55 (s, 4H, -NH 2 ), 6.68-6.74 (m, 2H, -H 1,3 ), 6.90 (t, 2H, J = 8 Hz, -H 2 ), 7.03 (d, 2H, J = 8 Hz, -H 4 ), 7.41-7.96 (m, 10H, -H x-z ),

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Solvent-free selective aerobic oxidation of toluene by ultra fine nano-palladium catalyst

Cited by 22 publications

References 29 publications

Solvent-free aerobic oxidation of hydrocarbons and alcohols with Pd@N-doped carbon from glucose

Solvent-free aerobic oxidation of hydrocarbons and alcohols with Pd@N-doped carbon from glucose

Aerobic Oxidation of Benzylic Hydrocarbons by Iron‐Based Metal Organic Framework as Solid Heterogeneous Catalyst

Synthesis, characterization and catalytic properties of novel palladium(II) complexes containing aromatic sulfonamides: effective catalysts for the oxidation of benzyl alcohol

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