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Cycloaddition of epoxides with carbon disulfide catalyzed by an electrophile-nucleophile binary system
Hui Wang *,Bo Li,Xiao-Bing Lu
State Key Laboratory of Fine Chemicals, Dalian University of Technology
*Correspondence author
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Funding: 教育部博士点基金(No.No.20050141017)
Opened online: 2 February 2009
Accepted by: none
Citation: Hui Wang,Bo Li,Xiao-Bing Lu.Cycloaddition of epoxides with carbon disulfide catalyzed by an electrophile-nucleophile binary system[OL]. [ 2 February 2009] http://en.paper.edu.cn/en_releasepaper/content/28362
 
 
The cycloaddition of epoxides with carbon disulfide proceeds effectively by using a binary catalyst system of tetradentate Schiff-base aluminum complexes (designated as SalenAlX) as electrophile in connection with quaternary ammonium salt as nucleophile. The steric factor of the substituent goups on the aromatic rings of SalenAlX and the anion of quaternary ammonium salt all have significant effects on the activity of the binary catalyst system, as well as the selectivities of the resulting cyclic products. The effects of temperature, time and the molar ratio of reactants were also investigated in detail with regard to propylene oxide with carbon disulfide, and a plausible mechanism was proposed.
Keywords:Thiocarbonates;Carbon disulfide;Tetradentate Schiff-base aluminum complexes;Quaternary ammonium salt; cooperative catalysis
 
 
 

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