132871-85-3Relevant academic research and scientific papers
P(NMe2)3-promoted ortho-selective arylation of phenols with diaryliodonium triflates via rhodium catalysis
Liu, Qi-Sheng,Wang, De-Yin,Yang, Jin-Fei,Ma, Zhong-Yi,Ye, Mengchun
, p. 3591 - 3595 (2017)
Rh-catalyzed ortho-selective arylation of free phenol with diaryliodonium triflates to widely existed phenol-containing biaryls have been developed. The use of P(NMe2)3, tBuOLi and CH3CN proved to be critical for the ortho-selectivity of this reaction.
Air-stable palladium(0) phosphine sulfide catalysts for Ullmann-type C-N and C-O coupling reactions
Majumder, Arpi,Gupta, Ragini,Mandal, Mrinmay,Babu, Madhu,Chakraborty, Debashis
, p. 23 - 34 (2015/03/05)
This paper describes an efficient procedure for palladium(0)-catalyzed N-arylation and O-arylation of aryl halides by Ullmann-type cross coupling reaction under mild reaction conditions in a short reaction time. Two phosphine sulphide ligands and their corresponding Pd(0) complexes namely [Pd(p2S2)(dba)] and [Pd(pp3S4)(dba)], were synthesized, where p2S2 is 1,2-bis(diphenylphosphino)ethane disulfide, pp3S4 is tris[2-(diphenylphosphino)ethyl]phosphine tetrasulfide and dba is dibenzylideneacetone. Optimal reaction conditions were determined for the arylation reactions using iodobenzene and benzimidazole by varying temperature, solvent, base and catalyst loading. The cross coupling reactions were carried out taking iodobenzenes/bromobenzenes and a wide variety of substituted aryl amines/phenols/alcohols with different steric and electronic properties to afford the desired N-aryl amines/diaryl ethers/alkyl aryl ethers in good to excellent yield (70-94%).
Maghemite-Copper Nanocomposites: Applications for Ligand-Free Cross-Coupling (C-O, C-S, and C-N) Reactions
Sharma, Rakesh K.,Gaur, Rashmi,Yadav, Manavi,Rathi, Anuj K.,Pechousek, Jiri,Petr, Martin,Zboril, Radek,Gawande, Manoj B.
, p. 3495 - 3502 (2015/11/10)
A magnetically retrievable, efficient, and benign maghemite-Cu nanocatalyst was synthesized from inexpensive precursors and applied for C-O, C-N, and C-S bond-formation reactions. The obtained maghemite-Cu nanocatalyst was characterized by various techniques such as XRD, X-ray photoelectron spectroscopy, field-emission gun SEM with energy-dispersive spectroscopy, atomic absorption spectroscopy, TEM, high-angle annular dark-field scanning transmission electron microscopy, FTIR spectroscopy, and M?ssbauer spectroscopy. Excellent catalytic activity, ease of recovery, and reusability without a significant loss of yield make the present protocol highly sustainable to deal with industrial and environmental concerns. Magnetic attraction: A magnetically retrievable, efficient, and benign maghemite-Cu nanocatalyst is synthesized from inexpensive precursors and applied for C-O, C-N, and C-S bond-formation reactions. Excellent catalytic activity, ease of recovery, and reusability without significant loss of yield make the present protocol highly sustainable to deal with industrial and environmental concerns.
Ligand-free catalytic system for the synthesis of diarylethers over Cu 2O/Cu-CNTs as heterogeneous reusable catalyst
Zhang, Ying-Peng,Jiao, Ya-Cong,Yang, Yun-Shang,Li, Chun-Lei
supporting information, p. 6494 - 6497 (2013/11/19)
Various substituted diarylether derivatives were prepared by using heterogeneous reusable Cu2O- and Cu-coated carbon nanotubes (Cu 2O/Cu-CNTs) as catalyst under ligand-free conditions, which provided good to excellent yields. The catalyst was characterized by TEM, XRD, and AAS analysis. The effects of solvent, base, and amount of catalyst for the O-arylation were investigated. The catalyst could be recovered by simple filtration from the reaction mixture without further treatment and reused several times with consistent catalytic activity. In addition, CNTs could also be recovered from the used Cu2O/Cu-CNTs by a simple acid treatment.
Efficient iron/copper-cocatalyzed o-arylation of phenols with bromoarenes
Liu, Xiaoyan,Zhang, Songlin
supporting information; experimental part, p. 268 - 272 (2011/03/20)
Low catalytic amount CuI and Fe(acac)3 were found to effectively promote the C-O cross-coupling reaction in the presence of K2CO 3 as the base. A serious of diaryl ethers with different substitutents can be synthesized in good to excellent yields. This efficient and economic method is attractive for applications on an industrial scale. Georg Thieme Verlag Stuttgart New York.
CuO nanoparticles catalyzed C-N, C-O, and C-S cross-coupling reactions: Scope and mechanism
Jammi, Suribabu,Sakthivel, Sekarpandi,Rout, Laxmidhar,Mukherjee, Tathagata,Mandai, Santu,Mitra, Raja,Saha, Prasenjit,Punniyamurthy, Tharmalingam
supporting information; experimental part, p. 1971 - 1976 (2009/07/01)
CuO nanoparticles have been studied for C-N, C-O, and C-S bond formations via cross-coupling reactions of nitrogen, oxygen, and sulfur nucleophiles with aryl halides. Amides, amines, imidazoles, phenols, alcohols and thiols undergo reactions with aryl iodides in the presence of a base such as KOH, Cs 2CO3, and K2CO3 at moderate temperature. The procedure is simple, general, ligand-free, and efficient to afford the cross-coupled products in high yield.
Nano-CuO-catalyzed ullmann coupling of phenols with aryl halides under ligand-free conditions
Zhang, Jintang,Zhang, Zuhui,Wang, Ye,Zheng, Xiaoqi,Wang, Zhiyong
scheme or table, p. 5112 - 5116 (2009/06/06)
Nano copper oxide has been found to be a highly efficient and reusable catalyst for the C-O cross-coupling of phenols with aryl halides under ligand-free conditions. With DMSO as solvent, Cs2CO3 and KOH are suitable bases for the cross-coupling reactions with phenyl iodides and bromides, respectively. Diaryl ethers with different substituted groups can be synthesized in moderate-to-good yields. The catalyst can be recycled at least five times without obvious loss in catalytic activity. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
