Nickel halide complexes bearing 2-benzimidazolyl-N-arylquinoline-8-carboxamide derived ligands: Synthesis, characterization and catalytic behavior towards ethylene oligomerization and the vinyl polymerization of norbornene

He, Fan; Hao, Xiang; Cao, Xiao‐Ping; Redshaw, Carl; Sun, Wen‐Hua

doi:10.1016/j.jorganchem.2012.04.013

Cited by 25 publications

(8 citation statements)

References 78 publications

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“…It is also observed that the dibromide complex is more active than its dichloride counterpart (Table , entry 1 versus 2). The lower catalytic activity of the dichloride catalyst compared to its corresponding dibromide analogue is in agreement with other previous reports and has been attributed to enhanced solubility of the dibromide complexes in toluene compared to the dichloride complexes.…”

Section: Resultssupporting

confidence: 92%

Nickel(II) complexes bearing pyrazolylpyridines: synthesis, structures and ethylene oligomerization reactions

Nyamato

Alam

Ojwach

et al. 2015

Applied Organom Chemis

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Reactions of 2-bromo-6-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine (L1) and 2,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)pyridine (L2) with NiCl 2 and NiBr 2 led to the formation of their respective metal complexes [NiCl 2 (L1)] (1), [NiBr 2 (L1)] (2) and [NiBr 2 (L2)] (3) in moderate to high yields. The complexes were characterized using elemental analyses, mass spectrometry and singlecrystal X-ray diffraction for 2. The solid-state structure of 2 confirmed the bidentate coordination mode of L1 and formation of a monometallic compound. Activation of the nickel(II) pre-catalysts with methylaluminoxane afforded active catalysts in the ethylene oligomerization reaction to produce mainly butenes (84-86%). In contrast, activation of nickel(II) pre-catalyst 2 with ethylaluminium dichloride resulted in partial Friedel-Crafts alkylation of the toluene solvent by the preformed oligomers. Complex structure, nature of co-catalyst employed, type of solvent and reaction conditions influenced the catalytic behaviour of these pre-catalysts.

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Section: Resultssupporting

confidence: 92%

Nickel(II) complexes bearing pyrazolylpyridines: synthesis, structures and ethylene oligomerization reactions

Nyamato

Alam

Ojwach

et al. 2015

Applied Organom Chemis

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“…On the other hand, the excellent tolerance of late metal catalysts toward polar functional groups also attracted attention from both academic and industrial communities. 13,14 In this respect, nickel catalysts have become a promising candidate after experiencing the resurgence due to the work of Brookhart et al [15][16][17] and Grubbs et al 18,19 In combination with MAO or MMAO, nickel halides bearing various [N,N], [N,P] or [N,N,X] (X = N, O, P, S) ligands 8,[20][21][22][23][24][25][26][27][28][29][30][31][32] were reported to be active for norbornene polymerization. Neutral nickel catalysts supported by fluorinated β-diketiminato, 33,34 pyrrole-iminato 5 and salicylaldiminato ligands 9,[35][36][37][38] also showed high activities (10 6 to 10 7 g PNB mol Ni −1 h −1 ) for norbornene polymerization when activated by MAO or MMAO.…”

Section: Introductionmentioning

confidence: 99%

Well-defined phosphino-phenolate neutral nickel(ii) catalysts for efficient (co)polymerization of norbornene and ethylene

Zhang

et al. 2015

Dalton Trans.

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Phosphino-phenolate neutral nickel catalysts 1-3/B(C6F5)3, without the help of any organoaluminum compound, were found to be efficient catalytic systems for norbornene polymerization and its copolymerization with norbornene derivatives. The amount of B(C6F5)3 required for achieving a high efficiency (3 equiv.) was markedly lower compared to previous reports, and high molecular weight polymers were obtained (>10(6) g mol(-1)). Efficient incorporation of polar monomers NBC, NBA, and NBM was also achieved in a controllable fashion, yielding high molecular weight copolymers. Catalysts 1-3 were highly active for ethylene polymerization as single component catalysts, with an activity of up to 10(7) g molNi(-1) h(-1), and catalyst 3 was more readily initiated at lower temperature. Catalysts 1-3 were also efficient in incorporating norbornene (up to 30%) into the polyethylene backbone. Bisligated phosphino-phenolate nickel complex 4 and salicylaldimine complex 5 were also studied for comparison, which further verified the unique performance of catalysts 1-3. Preliminary NMR analyses were conducted to explore the norbornene polymerization mechanism.

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“…He 等 [27] [22] 的结果不同. [32] 进一步通过色谱、质谱等分析 C 2 H 4 /C 2 D 4 (混合比 1∶1) 的"共聚"所产生的"共聚物"中同位素峰的分布情况来判断链增长是按照"金属环"(metallacyclic)机理, 还是 Cossee 型机理进行的.…”

Section: Methodsunclassified

Benzimidazoles-Containing Transition Metal Complexes: A Novel Catalyst for Ethylene Oligomerization and Polymerization

Xiao¹,

Gao²,

Ren³

et al. 2014

Chin. J. Org. Chem.

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Benzimidazole heterocycles have good selectivity for coordination and can form a variety of metal complexes, which exhibit excellent biological, fluorescence and catalytic properties. In this paper, the progress for synthesis of benzimidazoles-containing transition metal complexes and their catalytic activity for ethylene oligomerization and polymerization are summarized, and the influence of the structural factor of complexes such as electronic effect and steric effect of substituent group on the catalytic performance is discussed.

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Nickel halide complexes bearing 2-benzimidazolyl-N-arylquinoline-8-carboxamide derived ligands: Synthesis, characterization and catalytic behavior towards ethylene oligomerization and the vinyl polymerization of norbornene

Cited by 25 publications

References 78 publications

Nickel(II) complexes bearing pyrazolylpyridines: synthesis, structures and ethylene oligomerization reactions

Nickel(II) complexes bearing pyrazolylpyridines: synthesis, structures and ethylene oligomerization reactions

Well-defined phosphino-phenolate neutral nickel(ii) catalysts for efficient (co)polymerization of norbornene and ethylene

Benzimidazoles-Containing Transition Metal Complexes: A Novel Catalyst for Ethylene Oligomerization and Polymerization

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