2132-80-1Relevant articles and documents
Quinonediimines as redox-active organocatalysts for oxidative coupling of aryl- and alkenylmagnesium compounds under molecular oxygen
Amaya, Toru,Suzuki, Riyo,Hirao, Toshikazu
, p. 7790 - 7793 (2016)
It is revealed that N,N′-diphenyl-p-benzoquinonediimine works as a redox-active organocatalyst for the oxidative homo-coupling of aryl- and alkenylmagnesium compounds under molecular oxygen. The catalytic cycle was formally monitored by 1H NMR experiments.
Palladium nanoparticle decorated high nitrogen-doped graphene with high catalytic activity for Suzuki–Miyaura and Ullmann-type coupling reactions in aqueous media
Bazgir, Ayoob,Dabiri, Minoo,Movahed, Siyavash Kazemi
, p. 265 - 274 (2014)
Palladium nanoparticle are decorated over a highly nitrogen-doped graphene (Pd NPs-HNG) in a facile manner by reducing palladium chloride in the presence of ethylene glycol as reducing, stabilizing, and dispersing agent. The obtained catalyst can act as an efficient catalyst for the Suzuki–Miyaura and Ullmann-type coupling reactions of a broad spectrum of aryl halides in aqueous media. The remarkable reactivity of the Pd NPs-HNG nanocomposite toward Suzuki–Miyaura and Ullmann-type coupling reactions is attributed to the high degree of nitrogen loading in graphene sheets. The N-doped graphene as polycyclic heteroaromatic molecule acts as both the catalyst support and the electron source (reducing agent) for Ullmann homocoupling. The catalyst could be recovered and reused several times without a significant loss of activity.
Stable Fe(ii)-based coordination polymers: Synthesis, structural diversity and catalytic applications in homo-coupling reactions
Wu, Qiong,Han, Yanbing,Shao, Zhichao,Li, Junxia,Hou, Hongwei
, p. 8063 - 8069 (2018)
Herein, we synthesize three new stable Fe(ii) coordination polymers, {[Fe3(tttmb)4(OH)(NCS)5]2CH3OH·H2O}n (1), {[Fe3(tttmb)4(NCS)6]·3H2O}n (2), and {[Fe3(tttmb)2Cl6(H2O)6]·5H2O}n (3) (tttmb = 1,3,5-tris(triazole-1-ylmethyl)-2,4,6-trimethyl-benzene) under the regulation of KSCN and solvents and use them as green heterogeneous catalysts in aryl homo-coupling reactions. The catalytic experiments show that 1 and 3 exhibit high efficiency for aryl homo-coupling reactions under an air environment with a yield of up to 80%. Furthermore, the crystal structure analysis reveals that 1 and 3 have coordinated water molecules and OH-, which are easily removed from the host materials during the reactions. In contrast, no unsaturated coordination sites are generated in 2 during the reaction process. In addition, the variable temperature magnetic susceptibilities of 1-3 prove that the metal centers of these polymers are bivalent and all of them exhibit a weak antiferromagnetic effect.
Vanadium(IV) tetrachloride catalyzed oxidative homo-coupling of aryl lithium under mild reaction condition
Lu, Feng
, p. 2444 - 2446 (2012)
A novel efficient strategy to prepare symmetrical diaryls via VCl 4 catalyzed homo-coupling of aryl lithium has been developed. In which, organometallic reagent n-BuLi was applied as the strong base to form aryl lithium from aryl halogen in anhydrous diethyl ether, then it was followed by the addition of catalytic amount of VCl4 at room temperature to afford diaryls. All the diaryls have been characterized by 1H and 13C NMR.
A supramolecular peptide nanofiber templated Pd nanocatalyst for efficient Suzuki coupling reactions under aqueous conditions
Khalily, Mohammad Aref,Ustahuseyin, Oya,Garifullin, Ruslan,Genc, Rukan,Guler, Mustafa O.
, p. 11358 - 11360 (2012)
A bioinspired peptide amphiphile nanofiber template for formation of one-dimensional Pd nanostructures is demonstrated. The Pd and peptide nanocatalyst system enabled efficient catalytic activity in Suzuki coupling reactions in water at room temperature.
Formation and crystallographic elucidation of stable [4 + 2]-coordinate nickel(ii) N,S-heterocyclic carbene (NSHC) complexes
Ding, Nini,Zhang, Jun,Hor, T. S. Andy
, p. 1853 - 1858 (2009)
A series of square-planar N,S-heterocyclic carbene (NSHC) complexes trans-[NiX2(N-RBzTh)2] (BzTh = benzothiazolin-2-ylidene) (R/X = Bz/Br; Me/I; Et/I; Pri/I; Bui/I) have been synthesized and characterized by X-ray single-crystal diffraction analysis. These are the first crystallographically established NSHC complexes of nickel in the literature. The N,S-heterocyclic carbene (NSHC) rings invariably twist away from co-planarity with the metal coordination plane such that the N-substituent moves on top and below the metal to facilitate electrostatic γ-hydride interaction, thus giving an essentially [4 + 2] coordination at the Ni(ii) center. These compounds are active toward reductive Ullmann-type coupling reactions in Bu4NBr showing higher activities towards bromoanisole or bromotoluene than bromobenzene. The complex trans-[NiI2(N-Pr iBzTh)2] with the shortest Ni...H anagostic separation and a near-ideal orthogonal orientation between the carbene and metal planes gives the highest yields.
Palladium catalyzed the Suzuki cross-coupling reaction using a fluorous NHC ligand
Wan, Li,Yu, Hong,Cai, Chun
, p. 107 - 111 (2012)
The utilization of N-heterocyclic carbene palladium complex immobilized on fluorous silica gel through fluorous-fluorous interactions in the Suzuki cross-coupling reaction was described. The reactions were carried out under aerobic and phosphine-free conditions with moderate to excellent product yields. The catalyst was easily recovered and reused three times without significant loss of activity.
Palladium-Catalyzed Cross-Coupling Reaction of Lithiated Monocarba- closo -dodecaborate at the Carbon Vertex
Kitazawa, Yu,Otsuka, Mai,Kanazawa, Junichiro,Takita, Ryo,Uchiyama, Masanobu
, p. 2403 - 2407 (2015)
A cross-coupling reaction of lithium species of monocarba-closo-dodecaborate {[closo-CHB11H11]-} at the carbon vertex under palladium catalysis was developed. The properties of a metal-carborate complex in a transmetalation step were important to achieve the cross-coupling process with aryl halides, and the use of lithiated monocarba-closo-dodecaborate was found to promote the carbon-carbon bond formation to provide a series of C-arylated monocarba-closo-dodecaborate derivatives. Mechanistic investigations with DFT calculations suggested the efficient transmetalation with the lithium reagent.
A new N–heterocyclic carbene palladium complex immobilized on nano silica: An efficient and recyclable catalyst for Suzuki–Miyaura [Formula presented] coupling reaction
Pahlevanneshan, Zari,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor–Baltork, Iraj,Loghmani-Khouzani, Hossein
, p. 31 - 37 (2016)
A new catalytic system based on Pd–NHC complex utilizing (4–pyridyl)bis(imidazolyl)methane as a bidentate NHC ligand supported on nano?silica is introduced. The catalyst was characterized by FT–IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X–ray analysis, transmission electron microscopy and elemental analysis. This heterogeneous catalytic system exhibited excellent activity in the Suzuki–Miyaura coupling reaction of various aryl halides with phenylboronic acid, and was reusable several times without significant loss of its catalytic activity.
Catalysis by nickel-2,2'-dipyridylamine complexes of the electroreductive coupling of aromatic halides in ethanol
Courtois, Valerie,Barhdadi, Rachid,Condon, Sylvie,Troupel, Michel
, p. 5993 - 5996 (1999)
Nickel-2,2'-dipyridylamine complexes are efficient catalysts for achieving in pure ethanol electroreductive dimerisation of aromatic halides or arylation of activated olefins.
