Catalytic C-phenylation of methyl acrylate with tetraphenylantimony(v) halides and carboxylates

被引:0
|
作者
A. V. Gushchin
E. V. Grunova
D. V. Moiseev
O. S. Morozov
A. S. Shavyrin
V. A. Dodonov
机构
[1] N. I. Lobachevsky State University of Nizhnii Novgorod,G. A. Razuvaev Institute of Organometallic Chemistry
[2] Russian Academy of Sciences,undefined
来源
Russian Chemical Bulletin | 2003年 / 52卷
关键词
phenylation; methyl acrylate; tetraphenylantimony complexes; palladium compounds; Heck reaction;
D O I
暂无
中图分类号
学科分类号
摘要
Catalytic C-phenylation of methyl acrylate to methyl cinnamate with the Ph4SbX complexes (X = F, Cl, Br, OH, OAc, O2CEt) in the presence of the palladium compounds PdCl2, Pd(OAc)2, Pd2(dba)3, Pd(Ph3P)2Cl2, and Pd(dppf)Cl2 (dba is dibenzylideneacetone and dppf is bis(diphenylphosphinoferrocene)) was studied in organic solvents (MeCN, THF, DMF, MeOH, and AcOH). The highest yield of methyl cinnamate (73% based on the starting organometallic compound) was obtained for the Ph4SbCl—PdCl2 (1 : 0.04) system in acetonitrile.
引用
收藏
页码:1376 / 1379
页数:3
相关论文
共 12 条
  • [1] Catalytic C-phenylation of methyl acrylate with tetraphenylantimony(v) halides and carboxylates
    Gushchin, AV
    Grunova, EV
    Moiseev, DV
    Morozov, OS
    Shavyrin, AS
    Dodonov, VA
    RUSSIAN CHEMICAL BULLETIN, 2003, 52 (06) : 1376 - 1379
  • [2] Catalytic C-phenylation of methyl acrylate with triphenylantimony(v) dicarboxylates
    A. V. Gushchin
    D. V. Moiseev
    V. A. Dodonov
    Russian Chemical Bulletin, 2001, 50 : 1291 - 1294
  • [3] Catalytic C-phenylation of methyl acrylate with triphenylantimony(v) dicarboxylates
    Gushchin, AV
    Moiseev, DV
    Dodonov, VA
    RUSSIAN CHEMICAL BULLETIN, 2001, 50 (07) : 1291 - 1294
  • [4] Tetraphenylantimony carboxylates in the cascade Pd-catalyzed C-phenylation reaction of methyl acrylate in the presence of peroxide
    Moiseev, DV
    Morugova, VA
    Gushchin, AV
    Shavirin, AS
    Kursky, YA
    Dodonov, VA
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (04) : 731 - 737
  • [5] Palladium-Catalyzed C-Phenylation of Methyl Acrylate with Triphenylbismuth Dicarboxylates
    Yu. B. Malysheva
    D. V. Moiseev
    A. V. Gushchin
    V. A. Dodonov
    Russian Journal of General Chemistry, 2005, 75 : 1766 - 1770
  • [6] Palladium-catalyzed C-phenylation of methyl acrylate with triphenylbismuth dicarboxylates
    Malysheva, YB
    Moiseev, DV
    Gushchin, AV
    Dodonov, VA
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2005, 75 (11) : 1766 - 1770
  • [7] Competing reactions of hydrophenylation and phenylation in tetraphenylantimony chloride methyl acrylate palladium chloride system
    Morugova, V. A.
    Gushchin, A. V.
    Skvortsov, G. G.
    Moiseev, D. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2006, 76 (05) : 747 - 752
  • [8] Competing reactions of hydrophenylation and phenylation in tetraphenylantimony chloride methyl acrylate palladium chloride system
    V. A. Morugova
    A. V. Gushchin
    G. G. Skvortsov
    D. V. Moiseev
    Russian Journal of General Chemistry, 2006, 76 : 747 - 752
  • [9] Phenyl derivatives of antimony(III, V) and bismuth(III, V) in the presence of palladium salts, as C-phenylating agents for methyl acrylate
    Gushchin, AV
    Moiseev, DV
    Dodonov, VA
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2002, 72 (10) : 1571 - 1575
  • [10] Phenyl Derivatives of Antimony(III, V) and Bismuth(III, V) in the Presence of Palladium Salts, as C-Phenylating Agents for Methyl Acrylate
    A. V. Gushchin
    D. V. Moiseev
    V. A. Dodonov
    Russian Journal of General Chemistry, 2002, 72 : 1571 - 1575