2050-68-2Relevant articles and documents
The effect of crown-ether on the palladium-catalyzed Ullmann-type coupling mediated by zinc in air and water
Venkatraman, Sripathy,Li, Chao-Jun
, p. 4831 - 4834 (2000)
In the presence of a catalytic amount of 18-crown-6, palladium-catalyzed reductive coupling of aryl halides mediated by zinc was found effective in water alone, at ambient temperature, and under an atmosphere of air to give improved isolated yield of the Ullmann-type reaction products. (C) 2000 Elsevier Science Ltd.
ZnBr2-catalyzed efficient oxidative homo coupling of aryl magnesium bromides
Kanth, S. Ravi,Reddy, G. Venkat,Yakaiah,Narsaiah,Rao, P. Shanthan
, p. 3079 - 3084 (2006)
Oxidative homo coupling of various arylmagnesium bromides in the presence of ZnBr2 gave the corresponding symmetrical biaryls in moderate to good yields at room temperature. An efficient method under mild conditions without the use of reoxidant is described. Copyright Taylor & Francis Group, LLC.
REACTIONS OF ORGANOMETALLIC COMPOUNDS, CATALYZED BY TRANSITION METAL COMPLEXES. 7. OXIDATIVE DEMERCURATION OF ARYLMERCURY IN THE PRESENCE OF COMPLEXES OF PALLADIUM AND RHODIUM
Bumagin, N.A.,Kalinovskii, I.O.,Beletskaya, I.P.
, p. 2364 - 2368 (1984)
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Magnetically separable nanoferrite-anchored glutathione: Aqueous homocoupling of arylboronic acids under microwave irradiation
Luque, Rafael,Baruwati, Babita,Varma, Rajender S.
, p. 1540 - 1543 (2010)
A highly active, stable and magnetically separable glutathione-based organocatalyst provided very good to excellent yields to symmetric biaryls in the homocoupling of arylboronic acids under microwave irradiation.
Convenient palladium-catalyzed homocoupling of iodoarenes in an ionic liquid
Park, Soon Bong,Alper, Howard
, p. 5515 - 5517 (2004)
Symmetrical functionalized biaryls are obtained in good yields via TDAE/Pd-promoted homocoupling reaction of iodoarenes using the ionic liquid, [bmim]PF6, as the solvent. The catalyst could be recycled and reused four times in this reaction.
AgF-mediated homocoupling reaction of trialkoxy aryl silanes
Luo, Hai-Qing,Dong, Wen
, p. 2733 - 2738 (2013)
In this article, we present the direct homocoupling reaction of trialkoxy aryl silanes mediated by AgF in moderate to excellent yields in very mild conditions. It is an important complement for the synthesis of symmetrical biaryls by using homocoupling of
Efficient Fe-catalyzed homo-coupling of aryl Grignard reagents using O2 as the oxidant
Liu, Wei,Lei, Aiwen
, p. 610 - 613 (2008)
FeCl3/Bipy catalyst system was found to be a good combination in the oxidative homo-coupling of aryl Grignard reagents directly using molecular oxygen as the oxidant. Moderate to good yields of desired corresponding symmetrical biaryls were obtained at room temperature in 10 min.
Green synthesis of stable Cu(0) nanoparticles onto reduced graphene oxide nanosheets: A reusable catalyst for the synthesis of symmetrical biaryls from arylboronic acids under base-free conditions
Hussain, Najrul,Gogoi, Pranjal,Azhaganand, Vedi Kuyil,Shelke, Manjusha V.,Das, Manash R.
, p. 1251 - 1260 (2015)
Highly stable Cu(0) nanoparticles were synthesized on reduced graphene oxide (rGO) sheets using a cost-effective and green method. The synthesized Cu(0)-nanoparticle-rGO composites exhibit excellent catalytic activity for the synthesis of symmetrical biaryls from arylboronic acids under microwave irradiation. The reaction proceeds smoothly in base-free conditions with easy recovery and reuse of the catalyst. The methodology is compatible with various functional groups and provides an attractive protocol for the synthesis of symmetrical biaryls with very good yields. HRTEM, XPS and XRD analyses showed the catalyst to be recyclable. The Cu(0) nanoparticles are stable in the rGO nanosheets, and the particle size distribution and oxidation state of the Cu(0) nanoparticle remain the same after performing the chemical reaction.
Hustert,Korte
, p. 7,9 (1972)
Ullmann coupling of aryl iodides catalyzed by gold nanoparticles stabilized on nanocrystalline magnesium oxide
Layek, Keya,Maheswaran,Kantam, M. Lakshmi
, p. 1147 - 1150 (2013)
Gold nanoparticles stabilized on nanocrystalline magnesium oxide is shown to be an efficient heterogeneous catalytic system for the synthesis of symmetrical biaryls via homocoupling of aryl iodides.
Triflic salt-catalyzed coupling: Iron triflate-catalyzed homocoupling of aryl bromides in the presence of metallic magnesium
Zhang, Yan-Yan,Lin, Jing-Du,Xu, Xiao-Liang,Li, Jing-Hua
, p. 2556 - 2563 (2010)
In the presence of metallic magnesium, the homocoupling reaction of aryl bromides catalyzed by iron triflate was carried out readily in one pot. The catalyst was used successfully in this coupling reaction without preparation of Grignard reagent in advance. Meanwhile, the catalyst was recovered easily and reused smoothly with only a little loss of its activity. Taylor & Francis Group, LLC.
PALLADIUM(II)-CATALYZED OXIDATION OF SUBSTITUTED BENZENES TO BIARYLS BY TRIS(TRIFLUOROACETATO)THALLIUM(III)
Ryabov, Alexander D.,Deiko, Sergei A.,Yatsimirsky, Anatoly K.,Berezin, Ilya V.
, p. 3793 - 3796 (1981)
The method of oxidation of substituted benzenes to 4,4'-biaryls by Tl(III) trifluoroacetate catalysed by Pd(III) acetate is presented.The reactions proceed in the completely homogenous solution of arene.
Ligandless palladium chloride-catalyzed homo-coupling of arylboronic acids in aqueous media
Kabalka, George W,Wang, Lei
, p. 3067 - 3068 (2002)
In the presence of p-toluenesulfonyl chloride, ligandless palladium chloride catalyzes the homo-coupling of arylboronic acids to afford symmetrical biaryls in excellent yields.
The first report on the transition metal-free homocoupling of aryl halides in the presence of l-cysteine
Ghorbani-Choghamarani, Arash,Taherinia, Zahra
, p. 10989 - 10992 (2018)
A green and efficient methodology for the coupling of aryl halides without the addition of a transition metal catalyst has been presented. The biaryl coupling of haloarenes can be promoted by l-cysteine and potassium hydroxide. This is the first report on the synthesis of symmetrical biaryls under transition metal-free conditions.
What is the rate of the Csp2-Csp2 reductive elimination step? Revealing an unusually fast Ni-catalyzed negishi-type oxidative coupling reaction
Jin, Liqun,Zhang, Hua,Li, Peng,Sowa Jr., John R.,Lei, Aiwen
, p. 9892 - 9893 (2009)
(Graph Presented) For a direct quantitative investigation of the Csp 2-Csp2 reductive elimination rate within a catalytic cycle, a novel oxidative coupling system in the presence of a Ni catalyst and desyl chloride as the oxidant is devised. The reaction progress profiles of arylzinc reagents exhibit zero-order kinetic behavior, and a reductive elimination step is confirmed as the ratedetermining step. This allows direct measurement of the Csp2-Csp2 reductive elimination rate constant within a catalytic cycle. The rate constants of p-MePhZnCl are obtained in the range 0.23 to 3.5 s-1 from 0 to -35°C, which are unusually fast reaction rates. According to the Arrhenius equation, the values of ΔH? and ΔS? (ΔH ? = 9.7 kcal mol-1, ΔS? = 35 J mol-1 K-1) are obtained. The small value of ΔH? reveals that the reductive elimination step of Csp2-Ni-Csp2 is an extremely facile process.
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Kretchmer,Glowinski
, p. 2661 (1976)
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Anchored PdCl2 on fish scale: an efficient and recyclable catalyst for Suzuki coupling reaction in aqueous media
Yang, Quanlu,Yang, Fawang,Zhang, Ying,Hou, Juanjuan,Li, Jiankun,Cheng, Jinkui,Wu, Shang,Zhan, Huiying,Zhang, Xinghui,Shi, Haixiong
supporting information, (2020/12/25)
PdCl2 anchored on fish scale (FS) complex were intended to a heterogeneous catalyst for ligand-free Suzuki coupling reaction in aqueous media. The catalyst FS-PdCl2 was characterized by FT-IR, powder XRD, XPS and SEM. FS-PdCl2 complex has been successfully implemented for Suzuki coupling reactions of various halogenated aromatics with arylboronic acid to provide the corresponding biaryl compounds under environmentally friendly conditions (40 °C, water solvent). Moreover, the efficient catalyst shows excellent stability and recyclability, and its catalytic activity without any decrease after 8 times consecutive reused.
Rapid gram-scale synthesis of Au/chitosan nanoparticles catalysts using solid mortar grinding
Reddy, K. Paul,Meerakrishna,Shanmugam,Satpati, Biswarup,Murugadoss
, p. 438 - 446 (2021/01/11)
Owing to the abundant functional groups present in the chitosan polymer, high density catalytic tiny gold particles with greater dispersion can be anchored on the chitosan powder using simple mortar and pestle. Chitosan-supported gold nanoparticles (NPs) with excellent control of size and shape were rapidly synthesized in gram-scale by solid-grinding without the need of any toxic solvents. The structure of catalysts and products was established by advanced instrumental and spectroscopic methods. The supported gold NPs functions as a heterogeneous catalyst for the homocoupling of phenylboronic acid and the aerobic oxidation of benzyl alcohol in water. The catalytic behaviour and activity of supported gold NPs was tuned/modulated by varying the ratio of chitosan polymer and gold precursor. Comparative studies showed that the solid chitosan supported gold catalyst exhibits superior catalytic activity and selectivity than the well known hydrophilic polymer-stabilized gold NPs catalysts prepared by the conventional solution-based methods.
