The oxidation of 2,6-xylenol catalysed by polymer supported copper complexes

Selvaraj, P.C.; Mahadevan, V.

doi:10.1016/s0032-3861(97)00500-4

Cited by 8 publications

(6 citation statements)

References 32 publications

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“…791 PVP can be immobilized on silica, which allows for recycling of catalyst at the expense of reactivity. 792 The addition of styrene 793 or methylenebisacrylamide 794 during Reversible Addition-Fragmentation chain Transfer (RAFT) polymerization of PVP creates a random copolymer with increased activity. Other polymeric catalysts such as polymer-bound 4-amino pyridine, 795 poly[ N -(2-ethoxycarbonylethyl)iminotrimethylene, 796 and polyureas 705 have been used.…”

Section: Reactions Of Phenols and Naphtholsmentioning

confidence: 99%

Aerobic Copper-Catalyzed Organic Reactions

et al. 2013

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24 peroxide [Cu I (pyr)(tpb)] 10 mol % TBHP, 1 atm O 2 , 1:2 AcOH/pyr, rt, 24 h ∼2.5 26 74 g 35 25 n-hexane aldehyde CuCl 2 , 18-crown-6 1 atm O 2 , MeCHO, CH 2 Cl 2 , 70 °C, 24 h 2.4 91 h 9 34a 26 n-decane aldehyde Cu II Cl 16 Pc-AM(PS) 3 equiv of PhCHO, MeCN, 1 atm O 2 , 50 °C 15.4 100 i 61 a See Chart 2 for ligand structures. b Also 28% cyclohexene. c Also 26% cyclohexene. d Mixture of alcohol and hydroperoxide. e Remainder of product is cyclohexene. f Approximately 93:7 of 1-adamantol/2-adamantol. g Approximately 98:2 of 1-adamantol/2-adamantol. h Afforded oxidation products in an approximately 1:1 ratio at the 2-and 3-positions. i Mixture of decanones.

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Section: Reactions Of Phenols and Naphtholsmentioning

confidence: 99%

Aerobic Copper-Catalyzed Organic Reactions

et al. 2013

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“…However, why there is an induction period in many catalytic oxidation processes and how deprotonation happens have not been explained. In another literature report,18 the authors thought that the base played an important role in the formation of free radicals. Because no base is present in this system (experimentation also shows that the addition of base or acid can decrease the catalytic activity), so that we might explain the mechanism of catalytic oxidation, the concentrations of ethylbenzene and the oxidation products at different reaction times were measured with GC analysis.…”

Section: Resultsmentioning

confidence: 99%

“…It has also been applied as a supporter of active Pd used in catalytic hydrogenation in the oil industry because it is easily separated from the products and recycled by activation 14. However, applications of chitosan as a natural polymer supporter in the selective catalytic oxidation of hydrocarbons, a current topic of research,15–18 are still sparse. Therefore, in this study, different chitosan‐bound nitrobenzaldehyde metal complexes were prepared and characterized.…”

Section: Introductionmentioning

confidence: 99%

Preparation of chitosan‐bound nitrobenzaldehyde metal complexes and studies on its catalytic oxidative activity and reactive mechanism

Chang

Ruan

2001

J of Applied Polymer Sci

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Chitosan-bound nitrobenzaldehyde metal complexes (m-CNBDM and o-CNBDM, where M is Mn or Ni) were prepared and characterized by infrared, X-ray photoelectron spectroscopy, solid-state 13 C-NMR cross-polarity/magic-angle spinning, inductively coupled plasma, and elemental analysis. The complexes were found to be catalysts for the oxidation of hydrocarbons with molecular oxygen under mild conditions. o-CNBDNi has a certain catalytic activity in the oxidation of n-propylbenzene and isopropylbenzene and has no activity in the oxidation of ethylbenzene. Both o-CNBDMn and m-CNBDNi catalyze the oxidation of all the aforementioned hydrocarbons, whereas m-CNBDMn has no catalytic activity. The main oxidative products of ethylbenzene and n-propylbenzene are the same as ␣-ol and ␣-one, but they are 2-benzyl-isopropynol and isopropylbenzene peroxide for isopropylbenzene. A mechanism for the catalytic oxidative process is proposed.

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“…Such combination of acidic and basic units in a polymer chain imparts the macromolecules highly interesting acid‐base and complexing properties 10. Although an extensive literature on the application of 1‐vinylimidazole and N ‐vinyl‐2‐pyrrolidinone functionalized polymers as polymeric dyes, ion‐exchange resins, biologically active macromolecules, drug carriers and quenching media, few studies have been published in which such polymers are employed as catalysts supports 11–17…”

Section: Introductionmentioning

confidence: 99%

Rhodium(I) complex catalyst immobilized on terpolymers of N‐vinylpyrrolidinone and 1‐vinylimidazole

Strzelec

Wąsikowska

Cypryk

et al. 2011

J of Applied Polymer Sci

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The hydrosilylation of cyclohexanone and acetone with triethysilane and diphenysilane catalyzed by polymer-supported Rh(I) complex has been investigated. Two terpolymers of styrene, divinylbenzene, and 1-vinylimidazole (S/DVB/VI) or N-vinylpyrrolidinone (S/DVB/ NVP) were used as the catalysts supports. Physical characterization of these materials has involved the measurements of the structural parameters in the dry and swollen states by DSC, the nitrogen BET adsorption method and inverse steric exclusion chromatography ISEC. From these results it can be concluded that the original polymer structure has been changed during the complex attachment giving rise to materials of higher porosity. X-ray photoelectron spectroscopy XPS, IR, and AAS spectroscopy were used to characterization of heterogeneous complexes before and after use. The effect of the morphology of the support on the catalytic properties of the polymersupported Rh(I) species was tested in the hydrosilylation of ketones and correlated with the reaction mechanism. It was demonstrated that the high selectivity of homogeneous rhodium complex toward the silyl ethers can be partially reversed to the dehydrogenative silylation products by a proper choice of polymer support with favorable microporous structure. Recycling tests demonstrated high stability of the supported catalysts during prolonged use. The constant selectivity of the supported catalysts demonstrated during recycling experiments showed that they could be useful for practical application.

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The oxidation of 2,6-xylenol catalysed by polymer supported copper complexes

Cited by 8 publications

References 32 publications

Aerobic Copper-Catalyzed Organic Reactions

Aerobic Copper-Catalyzed Organic Reactions

Preparation of chitosan‐bound nitrobenzaldehyde metal complexes and studies on its catalytic oxidative activity and reactive mechanism

Rhodium(I) complex catalyst immobilized on terpolymers of N‐vinylpyrrolidinone and 1‐vinylimidazole

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