Synthesis and Characterization of Novel Aminophosphine Ligands Based on Ferrocenodecaline Backbones

被引:0
|
作者
Max Weißenbacher
Thomas Sturm
Hermann Kalchhauser
Christoph Kratky
Walter Weissensteiner
机构
[1]  Institut für Organische Chemie,
[2] Universität Wien,undefined
[3] A-1090 Wien,undefined
[4] Austria,undefined
[5]  Institut für Chemie,undefined
[6] Universität Graz,undefined
[7] A-8010 Graz,undefined
[8] Austria,undefined
来源
Monatshefte für Chemie / Chemical Monthly | 2002年 / 133卷
关键词
Keywords. Aminophosphines; Asymmetric catalysis; Ferrocene; Grignard cross coupling; Variable temperature NMR; X-Ray diffraction.;
D O I
暂无
中图分类号
学科分类号
摘要
 Novel aminophosphine ligands for enantioselective transition metal catalysts based on different ferroceno cis- and trans-decaline backbones were synthesized and structurally characterized. Their palladium dichloride complexes were tested in the asymmetric Grignard cross coupling reaction of vinyl bromide and phenylethyl magnesium chloride, but only very low enantioselectivities were obtained. Steric strain in the aminophosphine ligands causes a severe backbone deformation and in addition leads to a slowed rotation of the respective dimethylamino group as was detected by variable temperature NMR spectroscopy.
引用
收藏
页码:991 / 1009
页数:18
相关论文
共 50 条
  • [1] Synthesis and characterization of novel aminophosphine ligands based on ferrocenodecaline backbones
    Weissenbacher, M
    Sturm, T
    Kalchhauser, H
    Kratky, C
    Weissensteiner, W
    MONATSHEFTE FUR CHEMIE, 2002, 133 (07): : 991 - 1009
  • [2] Synthesis of aminophosphine ligands with binaphthyl backbones for silver (I)-catalyzed enantioselective allylation of benzaldehyde
    Wang, Y
    Ji, BM
    Ding, KL
    CHINESE JOURNAL OF CHEMISTRY, 2002, 20 (11) : 1300 - 1312
  • [3] Synthesis and Characterization of Novel Guanidine Ligands Featuring Biphenyl or Binaphthyl Backbones
    Maronna, Astrid
    Bindewald, Elvira
    Kaifer, Elisabeth
    Wadepohl, Hubert
    Himmel, Hans-Joerg
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2011, (08) : 1302 - 1314
  • [4] Synthesis of Aminophosphine Ligands with Binaphthyl Backbones for Silver(I)-catalyzed Enantioselective Allylation of Benzaldehyde
    王以
    吉保明
    丁奎岭
    ChineseJournalofChemistry, 2002, (11) : 1300 - 1312
  • [5] Synthesis, characterization, and application of palladium complexes containing bis(aminophosphine) ligands
    Jones, Christina
    Timm, Matthew
    Masuda, Jason D.
    Xia, Aibing
    CANADIAN JOURNAL OF CHEMISTRY, 2017, 95 (10) : 1041 - 1044
  • [6] Synthesis and characterisation of β-aminophosphine ligands on a solid support
    Mansour, A
    Portnoy, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (09): : 952 - 954
  • [7] New diphosphane ligands based on bisphenol a backbones - Synthesis and coordination chemistry
    van der Vlugt, JI
    Grutters, MMP
    Mills, AM
    Kooijman, H
    Spek, AL
    Vogt, D
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (24) : 4361 - 4369
  • [8] Synthesis of platinum, palladium and rhodium complexes of -aminophosphine ligands
    Balint, Erika
    Tajti, Adam
    Tripolszky, Anna
    Keglevich, Gyorgy
    DALTON TRANSACTIONS, 2018, 47 (14) : 4755 - 4778
  • [9] Synthesis, characterization and the crystal structures of novel achiral and chiral α-ferrocenyl α-aminophosphine oxides
    Du, Ling-Zhi
    Gong, Jun-Fang
    Zhu, Yu
    Wu, Yang-Jie
    Song, Mao-Ping
    INORGANIC CHEMISTRY COMMUNICATIONS, 2006, 9 (05) : 529 - 532
  • [10] Synthesis and characterization of novel sulfonamide ligands
    Penn, Austin
    Hamaker, Christopher
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253