Mechanism of primary aliphatic amines oxidation to nitriles by the cuprous chloride - dioxygen - pyridine system.

Capdevielle, Patrice; Lavigne, André; Sparfel, D.; Baranne-Lafont, J.; Nguyen, Kim Cuong; Maumy, Michel

doi:10.1016/s0040-4039(00)89050-4

Cited by 71 publications

(51 citation statements)

References 26 publications

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“…1118 The oxidation rates of several aliphatic and arylalkyl amines were examined. A secondary isotope effect (K H /K D = 1.25 ± 0.1) suggesting that no C–H (or C–D) bond is broken in the rate-limiting step.…”

Section: Reactions Of Aminesmentioning

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 Aminesmentioning

confidence: 99%

Aerobic Copper-Catalyzed Organic Reactions

et al. 2013

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“…The formation of Pd(0) is attributed to the reduction of Pd(II) ions by oleylamine at high temperature, in which the amine ligands are oxidized to nitriles [25]. The formation of soluble Pd(II)-oleylamine coordination complexes occurs before the heat treatment, and the amine-induced reduction occurs during the heating step.…”

Section: Reduction Of Pd(ii) Ions By Oleylaminementioning

confidence: 99%

Synthesis of nearly monodisperse palladium (Pd) nanoparticles by using oleylamine and trioctylphosphine mixed ligands

Yang

Klabunde

2009

Journal of Organometallic Chemistry

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“…In the synthesis, the amine groups of the PMA would be expected to induce the reduction of the gold ions, resulting in the formation of AuNPs. The mechanism of amine reduction of gold salt to AuNPs has been reported previously [33,34]. During the reaction process, the reduction of Au(III) to Au(0) would lead to oxidation of the PMA amine groups to nitriles.…”

Section: Synthesis Of Encapsulated Gold Nanoparticles (Aunps)mentioning

confidence: 79%

Coincidence of Density Jump and Plasma Emission Front Induced by Transversely Excited Atmospheric-Pressure CO₂ Laser Bombardment at Low and High Pressures

Marpaung¹,

Pardede²,

Hedwig³

et al. 2000

Jpn. J. Appl. Phys.

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We report a simple route to produce fluorophore-encapsulated gold nanoparticles (AuNPs) in a single step under aqueous conditions using the fluorophore 1-pyrenemethylamine (PMA). Different amounts of PMA were used and the resulting core-shell gold nanoparticles were analyzed using UV-visible absorption spectroscopy, fluorescence spectroscopy, and transmission and scanning electron microscopy. Electron microscopy analysis shows nanoparticles consisting of a gold nanoparticle core which is encapsulated with a lower contrast shell. In the UV-visible spectra, we observed a significant red shift (37 nm) of the localized surface plasmon resonance (LSPR) absorption maximum (λ max ) compared to citrate-stabilized AuNPs of a similar size. We attribute the prominent LSPR wavelength shift for PMA-AuNP conjugates to the increase in the local dielectric environment near the gold nanoparticles due to the shell formation. This simple, aqueous-based synthesis is a new approach to the production of fluorophore-encapsulated AuNPs that could be applicable in biological sensing systems and photonic device fabrication.

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Mechanism of primary aliphatic amines oxidation to nitriles by the cuprous chloride - dioxygen - pyridine system.

Cited by 71 publications

References 26 publications

Aerobic Copper-Catalyzed Organic Reactions

Aerobic Copper-Catalyzed Organic Reactions

Synthesis of nearly monodisperse palladium (Pd) nanoparticles by using oleylamine and trioctylphosphine mixed ligands

Coincidence of Density Jump and Plasma Emission Front Induced by Transversely Excited Atmospheric-Pressure CO₂ Laser Bombardment at Low and High Pressures

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Mechanism of primary aliphatic amines oxidation to nitriles by the cuprous chloride - dioxygen - pyridine system.

Cited by 71 publications

References 26 publications

Aerobic Copper-Catalyzed Organic Reactions

Aerobic Copper-Catalyzed Organic Reactions

Synthesis of nearly monodisperse palladium (Pd) nanoparticles by using oleylamine and trioctylphosphine mixed ligands

Coincidence of Density Jump and Plasma Emission Front Induced by Transversely Excited Atmospheric-Pressure CO2 Laser Bombardment at Low and High Pressures

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Coincidence of Density Jump and Plasma Emission Front Induced by Transversely Excited Atmospheric-Pressure CO₂ Laser Bombardment at Low and High Pressures