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
  • [41] Efficient bulky phosphines for the selective telomerization of 1,3-butadiene with methanol
    Tschan, Mathieu J. -L.
    Suarez, Eduardo J. Garcia
    Freixa, Zoraida
    Launay, Helene
    Hagen, Henk
    Benet-Buchholz, Jordi
    van Leeuwen, Piet W. N. M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [42] Telomerization of carbon dioxide and 1,3-butadiene: Process development in a miniplant
    Converti, A.
    Domínguez, J.M.
    Perego, P.
    Da Silva, S.S.
    Zilli, M.
    Chemical Engineering and Technology, 2000, 23 (11): : 952 - 955
  • [43] Efficient Bulky Phosphines for the Selective Telomerization of 1,3-Butadiene with Methanol
    Tschan, Mathieu J. -L.
    Garcia-Suarez, Eduardo J.
    Freixa, Zoraida
    Launay, Helene
    Hagen, Henk
    Benet-Buchholz, Jordi
    van Leeuwen, Piet W. N. M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (18) : 6463 - 6473
  • [44] SURFACE CATALYZED HYDROCHLORINATION OF 1,3-BUTADIENE
    MASCAVAGE, LM
    DALTON, DR
    TETRAHEDRON LETTERS, 1991, 32 (29) : 3461 - 3464
  • [45] Stereoconvergent palladium-catalyzed carbonylation of both E and Z isomers of a 2-trifloxy-1,3-butadiene
    Bio, MM
    Leighton, JL
    ORGANIC LETTERS, 2000, 2 (18) : 2905 - 2907
  • [46] 1,3-butadiene telomerization with methanol catalyzed by heterogenized palladium(II) complexes anchored to polymer-bound bis(diphenylphosphino)methane moieties
    Benvenuti, F
    Carlini, C
    Marchionna, M
    Patrini, R
    Galletti, AMR
    Sbrana, G
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 139 (2-3) : 177 - 187
  • [47] THE COPOLYMER OF ALLYL ALCOHOL AND 1,3-BUTADIENE
    MARVEL, CS
    POTTS, RM
    KING, C
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (01) : 177 - 178
  • [48] Palladium-Based Telomerization of 1,3-Butadiene with Glycerol Using Methoxy-Functionalized Triphenylphosphine Ligands
    Palkovits, Regina
    Nieddu, Ilenia
    Kruithof, Cornelis A.
    Gebbink, Robertus J. M. Klein
    Weckhuysen, Bert M.
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (29) : 8995 - 9005
  • [49] THE HYDROGENATION OF 1,3-BUTADIENE OVER A PALLADIUM MEMBRANE
    NAGAMOTO, H
    INOUE, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (12) : 3935 - 3939
  • [50] Base-free Pd/TOMPP-Catalyzed Telomerization of 1,3-Butadiene with Carbohydrates and Sugar Alcohols
    Hausoul, Peter J. C.
    Bruijnincx, Pieter C. A.
    Gebbink, Robertus J. M. Klein
    Weckhuysen, Bert M.
    CHEMSUSCHEM, 2009, 2 (09) : 855 - 858