Study on Selective Dimerization of α-Methylstyrenes Promoted by Ionic Liquids

The catalytic systems composed of ionic liquids containing BF 4 − anion and HBF 4 showed high catalytic activity to produce 4-methyl-2,4-diphenyl-1-pentene (MDP-1) or 1,1,3-trimethyl-3-phenylindan (TPI) under different temperature conditions. Up to 90.8% selectivity to MDP-1 with a 98.7% conversion...

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Bibliographic Details
Published in:Catalysis letters 2008-05, Vol.122 (3-4), p.359-365
Main Authors: Shen, Zhen Lu, He, Xi Jun, Hu, Bao Xiang, Sun, Nan, Mo, Wei Min
Format: Article
Language:English
Subjects:
Catalysis
Catalytic activity
Chemistry
Chemistry and Materials Science
Dimerization
Exact sciences and technology
General and physical chemistry
Industrial Chemistry/Chemical Engineering
Ionic liquids
Ions
Organometallic Chemistry
Physical Chemistry
Reaction mechanisms
Selectivity
Solvents
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:The catalytic systems composed of ionic liquids containing BF 4 − anion and HBF 4 showed high catalytic activity to produce 4-methyl-2,4-diphenyl-1-pentene (MDP-1) or 1,1,3-trimethyl-3-phenylindan (TPI) under different temperature conditions. Up to 90.8% selectivity to MDP-1 with a 98.7% conversion of α-methylstyrene was obtained at 60 °C in the presence of [HexMIm]BF 4 –HBF 4 , while exclusive TPI was yielded when the reaction temperature increased to 120 °C. Further studies showed that another ionic liquid, [BMIm]Cl · 2AlCl 3 , could act as an excellent catalyst and solvent for the dimerization of α-methylstyrene to produce TPI. The dimerization of α-methylstyrene catalyzed by [HexMIm]BF 4 –HBF 4 and [BMIm]Cl · 2AlCl 3 performed the same reaction mechanism and the proton was the active species.
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-007-9390-4