Improving the Performance of Palladium-Catalyzed Telomerization of 1,3-Butadiene with Malonate by Alcohol Solvent

被引:0
|
作者
Chen, Xuan [1 ,2 ]
Shen, Chaoren [1 ,2 ]
Don, Kaiwu [1 ,2 ,3 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, State Key Lab Mol & Proc Engn, Shanghai 200062, Peoples R China
[2] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[3] East China Normal Univ, Chang Kung Chuang Inst, Sch Chem & Mol Engn, Shanghai 200062, Peoples R China
关键词
telomerization; 1,3-butadiene; malonate; solvent; palladium; 1,3-DIENES; BUTADIENE; COMPLEXES; ALKYLATION; IDEBENONE; EFFICIENT;
D O I
10.1055/a-2527-1554
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using alcohol instead of largely excessive malonate as thesolvent can improve the performance of palladium-catalyzed telomeri-zation of 1,3-butadiene with malonate. Under the basic conditions, themain reaction was not overwhelmed by the telomerization of 1,3-buta-diene with methanol solvent. With this method, methyl (E)-deca-4,9-di-enoate, the intermediate for the synthesis of 10-hydroxy decanoic acid,undecanedioic acid, and 11-hydroxy undecanoic acid, can be preparedfrom the telomerization of 1,3-butadiene with dimethyl malonate ingood yield.
引用
收藏
页数:5
相关论文
共 50 条
  • [21] Radical telomerization of 1,3-butadiene with perfluoroalkyl iodides
    Lebreton, P
    Ameduri, B
    Boutevin, B
    Corpart, JM
    Juhue, D
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2000, 201 (10) : 1016 - 1024
  • [22] SOLVENT DEPENDENCE OF THE PALLADIUM-CATALYZED TELOMERIZATION OF ISOPRENE WITH METHANOL
    HELDT, N
    LUHDER, K
    GAUBE, W
    REACTION KINETICS AND CATALYSIS LETTERS, 1995, 54 (02): : 239 - 245
  • [23] Telomerization of 1,3-butadiene with alcohols catalyzed by homogeneous palladium(0) complexes in the presence of mono- and diphosphine ligands
    Benvenuti, F
    Carlini, C
    Lami, M
    Marchionna, M
    Patrini, R
    Galletti, AMR
    Sbrana, G
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 144 (01) : 27 - 40
  • [24] TELOMERIZATION OF 1,3-BUTADIENE BY CARBON TETRABROMIDE AND DIBROMODICHLOROMETHANE
    VASILEVA, TT
    GERMANOVA, LF
    DOSTOVALOVA, VI
    NELYUBIN, BV
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (01): : 130 - 134
  • [25] Palladium-Catalyzed Telomerization of Butadiene with Polyols: From Mono to Polysaccharides
    Bouquillon, Sandrine
    Muzart, Jacques
    Pinel, Catherine
    Rataboul, Franck
    CARBOHYDRATES IN SUSTAINABLE DEVELOPMENT II: A MINE FOR FUNCTIONAL MOLECULES AND MATERIALS, 2010, 295 : 93 - 119
  • [26] Selective synthesis of δ-lactone via palladium nanoparticles-catalyzed telomerization of CO2 with 1,3-butadiene
    Song, Jiliang
    Feng, Xiujuan
    Yamamoto, Yoshinori
    Almansour, Abdulrahman I.
    Arumugam, Natarajan
    Kumar, Raju Suresh
    Bao, Ming
    TETRAHEDRON LETTERS, 2016, 57 (29) : 3163 - 3166
  • [27] Palladium-catalyzed dicarbonylation of 1,3-butadiene with bidentate phosphine ligands: A density functional theory study
    Yu, Zhongxian
    Song, Jianhua
    Liu, Dianhua
    CHINESE JOURNAL OF CHEMICAL ENGINEERING, 2024, 74 : 92 - 99
  • [28] Palladium-Catalyzed Methoxycarbonylation of 1,3-Butadiene to Methyl-3-Pentenoate: Introduction of a Continuous Process
    Han, Li-Jun
    Rao, Chong-Shun
    Ma, Shuang-Shuang
    Sheng, Gui-Yang
    Zhang, Jun-Ping
    Xu, Bao-Hua
    JOURNAL OF CATALYSIS, 2021, 404 : 283 - 290
  • [29] Palladium-catalyzed dicarbonylation of 1,3-butadiene with bidentate phosphine ligands: A density functional theory study
    Zhongxian Yu
    Jianhua Song
    Dianhua Liu
    Chinese Journal of Chemical Engineering, 2024, 74 (10) : 92 - 99
  • [30] The Ultrasmall Palladium Nanoparticles Catalyzed Telomerization of CO2with 1,3-Butadiene at Room Temperature: Selective Synthesis ofδ-Lactone
    Wang, Jixiao
    Feng, Xiujuan
    Song, Jiliang
    Gao, Zhanming
    Wang, Wan-Hui
    Bao, Ming
    CHEMISTRYSELECT, 2020, 5 (30): : 9404 - 9408