Trapping the Short-Chain Odd Carbon Number Olefins Using Nickel(Ⅱ)-Catalyzed Tandem Ethylene Oligomerization and Friedel-Crafts Alkylation of Toluene  

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作  者:Sergey V.Zubkevich Vladislav A.Tuskaev Svetlana Ch.Gagieva Alexander A.Pavlov Victor N.Khrustalev Fei Wang Li Pan Yuesheng Li Daniele Saracheno Anton A.Vikhrov Dmitry N.Zarubin Boris M.Bulychev 

机构地区:[1]Department of Chemistry,Lomonosov Moscow State University,Leninskie Gory 1,Moscow,119991 Russian Federation [2]Materials Research and Technology Department,Luxembourg Institute of Science and Technology,5,Avenue des Hauts-Fourneaux,L-4362 Esch-sur-Alzette,Luxembourg [3]A N Nesmeyanov Institute of Organoelement Compounds,Russian Academy of Sciences,Vavilova st.,28,Moscow,119991 Russian Federation [4]BMSTU Center of National Technological Initiative“Digital Material Science:New Material and Substances”,Bauman Moscow,State Technical University,2nd Baumanskaya st.5,Moscow,Russian Federation [5]Peoples’Friendship University of Russia(RUDN University),Miklukho-Maklay St.,6,Moscow,117198 Russian Federation [6]Zelinsky Institute of Organic Chemistry,Russian Academy of Sciences,Leninsky Prospekt 47,Moscow,119991 Russian Federation [7]Institute of Advanced Polymer Materials,School of Materials Science and Engineering,Tianjin University,Tianjin,300350 China

出  处:《Chinese Journal of Chemistry》2023年第21期2855-2865,共11页中国化学(英文版)

基  金:This work was financially supported by the Russian Science Foundation-Russia(Project No.22-23-00578);NMR measurement was performed according to the Development Program of the Interdisciplinary Scientific and Educational School of Lomonosov Moscow State University"The future of the planet and global environmental change"'X-Ray analysis was supported by the RUDN University Strategic Academic Leadership Program.Elemental and GC analyses were performed with the financial support from the Ministry of Science and Higher Education of the Russian Federation using the equipment of the Centre for molecularcomposition studies of INEOS RAS.

摘  要:Nickel(Ⅱ)complexes with pyrazole-based ligands are widely employed in catalysis of ethylene oligomerization and subsequent Friedel-Crafts alkylation of toluene.We have prepared ten new nickel(Ⅱ)dibromide complexes with various substituted bis(azolyl)methanes.They have been characterized using^(1)H NMR,IR,high resolution mass spectrometry and elemental analysis.The structures of three complexes have been unambiguously established using X-ray diffraction.It was found that these complexes in the presence of Et2AlCl or Et_(3)Al_(2)Cl_(3)are active both in ethylene oligomerization and Friedel-Crafts alkylation processes(activity up to 3720 kgoligomer·mol[Ni]^(−1)·h^(−1)).The use of Et_(3)Al_(2)Cl_(3)results in a higher share of alkylated products(up to 60%).Moreover,catalytic systems activated with Et_(3)Al_(2)Cl_(3)produced small amounts of odd carbon number olefins(up to 0.8%).The Friedel-Crafts alkylation was used as a trap for previously undetected short-chain odd carbon number olefins(C_(3)and C_(5)).

关 键 词:Ethylene oligomerization Friedel-Crafts alkylation Nickel(Ⅱ)complexes N-LIGANDS Odd carbon number olefins 

分 类 号:O62[理学—有机化学]

 

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