92-93-3Relevant articles and documents
Synthesis, structural characterization and catalytic activity of two N-heterocyclic carbene-phosphine palladium(II) complexes
Xu, Chen,Hao, Xin-Qi,Li, Zhen,Dong, Xin-Ming,Duan, Lu-Meng,Wang, Zhi-Qiang,Ji, Bao-Ming,Song, Mao-Ping
, p. 34 - 37 (2012)
Two new N-heterocyclic carbene (NHC)-phosphine palladium(II) complexes Pd(IMeo)PPh3I2 1 and Pd(IMeo) P(C6H 4-p-Me)3I2 2 (IMeo = 1,3-di-4-methoxyphenyl- imidazolin-2-ylidene) have been easil
Palladium(II) complexes featuring bidentate pyridine-triazole ligands: Synthesis, structures, and catalytic activities for Suzuki-Miyaura coupling reactions
Jindabot, Sudarat,Teerachanan, Kriengkamol,Thongkam, Pech,Kiatisevi, Supavadee,Khamnaen, Tossapol,Phiriyawirut, Phairat,Charoenchaidet, Sumate,Sooksimuang, Thanasat,Kongsaeree, Palangpon,Sangtrirutnugul, Preeyanuch
, p. 35 - 40 (2014)
Preparation of the Pd(II) complexes containing 2-(4-R-1,2,3-triazol-1-yl) pyridine [R = C6H5 (1), NC5H4 (2), n-C6H13 (3)] were described. Crystal structures of 1 and 2 revealed a square planar geometry with bidentate ligand coordination to Pd using different N donor of the triazole ring. Catalytic studies indicated that 1-3 exhibited moderate to high activity for Suzuki-Miyaura coupling between aryl bromides and phenylboronic acid under mild and aerobic conditions.
Highly Efficient and Accelerated Suzuki Aryl Couplings Mediated by Phosphine-Free Palladium Sources
Wallow, Thomas I.,Novak, Bruce M.
, p. 5034 - 5037 (1994)
Suzuki aryl cross-couplings employing aryl bromides and aryl iodides proceed under mild conditions (65 deg C) with high efficiency (substrate-to-catalyst ratios in excess of 500) in the presence of phosphine-free palladium catalysts derived from palladium acetate, Pd2(dba)3*C6H6 (dba = dibenzylideneacetone), and 3-C3H5)PdCl>2.Phosphine inhibition is shown to play a key role in limiting catalytic efficiency; qualitative comparison studies show that the phosphine-free systems are 1-2 orders of magnitude more active than phosphine-supported catalytic systems.Pd4 proved to be the least active of the catalytic species screened.The phosphine-free methodology appears to be generally applicable; cross-couplings of aryl iodides yielding biaryls 6 and 7 proceed without noticeable steric or electronic effects.Cross-couplings employing aryl bromides are insensitive to electronic effects in the synthesis of 6 but are slowed by steric hindrance in the synthesis of 7.Acceleration of cross-coupling is observed in the presence of polar cosolvents and at high pH.
Immobilization of palladium(II)-containing bis(imidazolium) ligand on ion-exchange resins: Efficient and reusable catalysts for C-C coupling reactions
Pahlevanneshan, Zari,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad R.
, p. 346 - 352 (2015)
Suzuki reactions catalysed by a palladium(II) complex of a functionalized bis(imidazolium) ligand, PdII(BIM), immobilized on Dowex 50 WX8 and Amberlite IR-120 ion-exchange resins as heterogeneous, recyclable and active catalysts are reported. The catalysts, PdII(BIM)@Amberlite IR-120 and PdII(BIM)@Dowex 50 WX8, were characterized using Fourier transform infrared and diffuse-reflectance UV-visible spectroscopies and scanning electron microscopy. These heterogeneous catalysts are oxygen-insensitive and air- and moisture-stable in C-C coupling reactions, and are reusable several times without significant loss of their catalytic activity.
Nickel stabilized by triazole-functionalized carbon nanotubes as a novel reusable and efficient heterogeneous nanocatalyst for the Suzuki-Miyaura coupling reaction
Hajipour, Abdol. R.,Abolfathi, Parisa
, p. 110622 - 110628 (2016)
An interesting nanotube based nickel nanocatalyst was successfully prepared through "click" reaction of azide-functionalized nanotube with propargyl alcohol followed by immobilization of nickel nanoparticles. The as-prepared nanocatalysts behave as very efficient heterogeneous catalysts in the Suzuki-Miyaura cross coupling reaction in terms of activity and recyclability.
Palladium-catalyzed aryl group transfer from triarylphosphines to arylboronic acids
Enright, Dale R.,Gogate, Akash R.,Smoliakova, Irina P.,Vasireddy, Purna C. R.
, (2021/11/11)
A study of Pd-catalyzed arylation of arylboronic acids with triarylphosphines is presented. Various parameters of this transformation, such as the oxygen presence, choice of solvent, temperature, palladium source, bases and oxidants, were tested and the optimal conditions of the aryl transfer were determined. The effect of electron-withdrawing and electron-donating substituents on the aryl groups of both reactants was also investigated. The unusual transfer of the acetate group from Pd(OAc)2 to p-nitrophenylboronic acid in the presence of PAr3 is reported. A plausible mechanism of the Pd-catalyzed aryl group transfer from PAr3 to the arylboronic acid is proposed.
Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold
Medina-Mercado, Ignacio,Porcel, Susana
, (2022/03/15)
A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoroborate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.
