A highly selective synthesis of 2,6-dimethylnaphthanlene（2,6-DMN） by transalkylation between 2-methylnaphthanlene（2-MN） and 1,2,4,5-tetramethylbenzene（TeMB） was performed with 1-alkyl-3-methylimidazo- lium alumi...A highly selective synthesis of 2,6-dimethylnaphthanlene（2,6-DMN） by transalkylation between 2-methylnaphthanlene（2-MN） and 1,2,4,5-tetramethylbenzene（TeMB） was performed with 1-alkyl-3-methylimidazo- lium aluminum chloride（[Cnmim]Cl-AlCl3） ionic liquids（ILs） as catalysts. The influences of the alkyl group as the organic cation, the acidic strength of [C4mim]Cl-AlCl3 ILs as well as the reaction conditions on the catalytic performance were investigated. [C4mim]Cl-AlCl3 ILs[x（AlCl3）=71%] exhibited high activity and selectivity toward 2,6-DMN. The selectivity to 2,6-DMN and the 2,6-DMN/2,7-DMN ratio reached up to 68.2% and 3.7：1, respectively. The UV-Vis spectrum of TeMB treated by different ILs shows that the protonated degree of TeMB dependeds on the acidity strength of ILs, which has a significant impact on the reaction results. The high protonated degree of TeMB is advantageous to enhancing the conversion of transalkylation and the large stereo-hindrance effect of TeMB is favorable to improving the selecivity to 2,6-DMN.展开更多
The selective transalkylation of N-methyl tertiary amines with 3,4-dibromobutenolides is described. The N-methyl group of the parent tertiary amines was replaced by alkenyl units of the butenolides; and a series of bu...The selective transalkylation of N-methyl tertiary amines with 3,4-dibromobutenolides is described. The N-methyl group of the parent tertiary amines was replaced by alkenyl units of the butenolides; and a series of butenolide-containing tertiary enamines were obtained in moderate to good yields. Interestingly, the product 2b has shown a promising anticancer activity against HeLa cell lines （IC50 = 0.19μmol/L）.展开更多
2,6-Diisopropylnaphthalene（2,6-DIPN）,as the precursor of important monomer 2,6-naphthalene dicarboxylic acid,was prepared by hydroisopropylation of refined naphthalene with propene over shape-selective catalyst.Naph...2,6-Diisopropylnaphthalene（2,6-DIPN）,as the precursor of important monomer 2,6-naphthalene dicarboxylic acid,was prepared by hydroisopropylation of refined naphthalene with propene over shape-selective catalyst.Naphthalene conversion of 92% and 2,6-DIPN selectivity of 64% were obtained.Static melt crystallization was applied to separate and purify 2,6-DIPN from its isomers,resulted in a product purity of≥99%.The other isomers were converted into monoisopropylnaphthalene,which also reacted with propene to form 2,6-DIPN.A recycled process including hydroisopropylation,separation and transalkylation was established,the yield of 2,6-DIPN based on naphthalene could be doubled by one cycle operation.展开更多
基金Supported by the National Natural Science Foundation of China(No.21076065)the Natural Science Foundation of Heilongjiang Province of China(No.ZD200820-02)the Science&Technology Research Foundation of Education Bureau of Heilongjiang Province,China(No.11531266)
文摘A highly selective synthesis of 2,6-dimethylnaphthanlene（2,6-DMN） by transalkylation between 2-methylnaphthanlene（2-MN） and 1,2,4,5-tetramethylbenzene（TeMB） was performed with 1-alkyl-3-methylimidazo- lium aluminum chloride（[Cnmim]Cl-AlCl3） ionic liquids（ILs） as catalysts. The influences of the alkyl group as the organic cation, the acidic strength of [C4mim]Cl-AlCl3 ILs as well as the reaction conditions on the catalytic performance were investigated. [C4mim]Cl-AlCl3 ILs[x（AlCl3）=71%] exhibited high activity and selectivity toward 2,6-DMN. The selectivity to 2,6-DMN and the 2,6-DMN/2,7-DMN ratio reached up to 68.2% and 3.7：1, respectively. The UV-Vis spectrum of TeMB treated by different ILs shows that the protonated degree of TeMB dependeds on the acidity strength of ILs, which has a significant impact on the reaction results. The high protonated degree of TeMB is advantageous to enhancing the conversion of transalkylation and the large stereo-hindrance effect of TeMB is favorable to improving the selecivity to 2,6-DMN.
基金NSFC(No.21062014)the‘‘211’’Project in Ningxia University for financial support
文摘The selective transalkylation of N-methyl tertiary amines with 3,4-dibromobutenolides is described. The N-methyl group of the parent tertiary amines was replaced by alkenyl units of the butenolides; and a series of butenolide-containing tertiary enamines were obtained in moderate to good yields. Interestingly, the product 2b has shown a promising anticancer activity against HeLa cell lines （IC50 = 0.19μmol/L）.
文摘2,6-Diisopropylnaphthalene（2,6-DIPN）,as the precursor of important monomer 2,6-naphthalene dicarboxylic acid,was prepared by hydroisopropylation of refined naphthalene with propene over shape-selective catalyst.Naphthalene conversion of 92% and 2,6-DIPN selectivity of 64% were obtained.Static melt crystallization was applied to separate and purify 2,6-DIPN from its isomers,resulted in a product purity of≥99%.The other isomers were converted into monoisopropylnaphthalene,which also reacted with propene to form 2,6-DIPN.A recycled process including hydroisopropylation,separation and transalkylation was established,the yield of 2,6-DIPN based on naphthalene could be doubled by one cycle operation.
