10220-22-1Relevant articles and documents
Palladium-catalysed Heck alkynylation of aryl bromides in an imidazolium ionic liquid: An unexpected subsequent alkyne hydrogenation reaction
Hierso, Jean-Cyrille,Picquet, Michel,Cattey, Hélène,Meunier, Philippe
, p. 3005 - 3008 (2006)
The copper-free palladium-catalysed alkynylation of aryl bromides with phenylacetylene in the imidazolium ionic liquid [BMIM][BF4], in the presence of triphenylphosphine ligand and pyrrolidine as a base, was found effective and significantly more chemoselective employing deactivated substrates. When activated aryl substrates were used, unexpected side reactions were observed, especially the subsequent hydrogenation of the alkyne function in some coupling products. In other cases, amine arylation reactions occurred, as illustrated by the formation of pyrrolidinyl-4-nitrobenzene, for which an X-ray diffraction structure is reported. Georg Thieme Verlag Stuttgart.
Room-Temperature Practical Copper-Catalyzed Amination of Aryl Iodides
Deldaele, Christopher,Evano, Gwilherm
, p. 1319 - 1328 (2016)
An efficient and highly practical procedure is reported for the Ullmann-Goldberg-type copper-catalyzed amination of aryl iodides. By using a combination of copper iodide and proline in the presence of an excess of an amine, a wide range of aryl iodides can be readily aminated at room temperature. The reaction proceeds well regardless of the electronic properties of the starting aryl iodide and the amination products can be obtained without the need for purification by column chromatography in most cases. Owing to its efficiency and the mildness of the reaction conditions, this amination could also be extended to the amination of complex aryl iodides at room temperature.
A palladium nanoparticle-catalyzed aryl-amine coupling reaction: High performance of aryl and pyridyl chlorides as the coupling partner
Nandi, Debkumar,Islam, Rafique Ul,Devi, Nishu,Siwal, Samarjeet,Mallick, Kaushik
, p. 812 - 816 (2018)
Carbon nitride (CN)-supported nanosized palladium particles, Pd-CN, have been found to be an active catalyst system for the amination of aryl and pyridyl chloride moieties in the presence of dialkyl amine under mild reaction conditions. The recyclability study of the reaction shows the stable performance of the catalyst without a significant loss of catalytic activity for a couple of cycles.
Cadmium(II)-catalyzed C-N cross-coupling of amines with aryl iodides
Rout, Laxmidhar,Saha, Prasenjit,Jammi, Suribabu,Punniyamurthy, Tharmalingam
, p. 395 - 398 (2008)
Cadmium diacetate dihydrate [Cd(OAc)2·2H2O] in combination with ethylene glycol catalyzes efficiently the C-N cross-coupling of amines with aryl iodides by a benzyne mechanism. Alkyl, aryl and heterocyclic amines are compatible with this system affording the aminated products in high to excellent yield.
Growth and characterization of a new organic single crystal: 1-(4-Nitrophenyl) pyrrolidine (4NPY)
Nirosha,Kalainathan,Aravindan
, p. 370 - 374 (2015)
A new 1-(4-Nitrophenyl) pyrrolidine single crystal has grown by slow evaporation solution growth technique. The grown crystal have characterized by single crystal X-ray analysis, and it shows that 1-(4-Nitrophenyl) pyrrolidine crystallizes in the orthorhombic space group Pbca, with cell parameters a = 10.3270 (5) A?, b = 9.9458 (6) A?, c = 18.6934 (12) A?, and Z = 8. Powder XRD pattern confirmed that grown crystal posses highly crystalline nature. The functional groups have identified by using FTIR spectral analysis. The absorbance and the luminescence spectra of the title compound have analyzed using UV-Visible and PL spectra. The thermo analytical properties of the crystal have studied using TG/DTA spectrum. The mechanical property of the grown crystal has determined using Vickers micro hardness measurement. The grown features of the crystal have analyzed using etching technique.
Integrating CuO?Fe2O3 Nanocomposites and Supramolecular Assemblies of Phenazine for Visible-Light Photoredox Catalysis
Kaur, Lovjot,Deol, Harnimarta,Kumar, Manoj,Bhalla, Vandana
, p. 892 - 898 (2020)
A photoredox catalytic ensemble consisting of CuO-Fe2O3 nanocomposites and oligomeric derivative of phenazine has been developed. The prepared system acts as an efficient photoredox catalyst for C?N bond formation reaction via SET mechanism under ‘green’ conditions (aerial environment, mixed aqueous media, recyclable), requiring less equivalents of base and amine substrate. The present study demonstrates the significant role of supramolecular assemblies as photooxidants and reductants upon irradiation and their important contribution towards the activation of the metallic centre through energy transfer and electron transfer pathways. The potential of oligomer 4: CuO-Fe2O3 has also been explored for C?C bond formation reactions via the Sonogashira protocol.
Optical fiber-based on-line UV/Vis spectroscopic monitoring of chemical reaction kinetics under high pressure in a capillary microreactor
Benito-Lopez, Fernando,Verboom, Willem,Kakuta, Masaya,Gardeniers,Egberink, Richard J. M.,Oosterbroek, Edwin R.,Van Den Berg, Albert,Reinhoudt, David N.
, p. 2857 - 2859 (2005)
With a miniaturized (3 μL volume) fiber-optics based system for on-line measurement by UV/Vis spectroscopy, the reaction rate constants (at different pressures) and the activation volumes (ΔV≠) were determinined for a nucleophilic aromatic substitution and an aza Diels-Alder reaction in a capillary microreactor. The Royal Society of Chemistry 2005.
Carbon-coated magnetic palladium: Applications in partial oxidation of alcohols and coupling reactions
Baig, R.B. Nasir,Nadagouda, Mallikarjuna N.,Varma, Rajender S.
, p. 4333 - 4338 (2014)
A carbon-coated magnetic Pd catalyst has been synthesized via in situ generation of nanoferrites and incorporation of carbon from renewable cellulose via calcination; the catalyst can be used for oxidation of alcohols, amination reaction and arylation of aryl halides (cross-coupling reaction). the Partner Organisations 2014.
Cobalt-catalyzed C-N bond-forming reaction between chloronitrobenzenes and secondary amines
Toma, Gabriel,Yamaguchi, Ryohei
, p. 6404 - 6408 (2010)
Cyclic secondary amines react with mono- or dichloronitrobenzene in the presence of a catalytic amount of cobalt(II) chloride. Phosphane ligands are beneficial for the reaction, although the bite-angle effect was not strong. The nitro-substituted tertiary amines formed are important as bioactive compounds and can also be intermediates for the synthesis of substituted anilines. This work represents the first cobalt-catalyzed approach to C-N bond-forming reactions involving aromatic chlorides and cyclic secondary amines. The reaction is ortho- and para-selective, with meta-substituted halides being unreactive in this procedure. The first cobalt-catalyzed C-N bond-forming reaction involving aromatic chlorides and cyclic secondary amines is described.The reaction is ortho- and para-selective; meta-substituted halides are unreactive. Copyright
Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction
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Paragraph 0086-0091; 0094, (2021/05/29)
The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.
CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines
Chen, Xiahong,He, Yongqiang,Liang, Yun,Liu, Wenjie,Wang, Deping,Xia, Xiaohong,Xu, Jiamin,Xu, Zhifeng,Zhang, Fuxing,Zhang, Xin
supporting information, p. 7486 - 7490 (2020/10/12)
A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.
