Diamines having a C2 symmetry.: Synthesis and application as ligands in the hydrogenation of prochiral substrates over rhodium complexes

被引:16
|
作者
Shainyan, BA [1 ]
Ustinov, MV [1 ]
Bel'skii, VK [1 ]
Nindakova, LO [1 ]
机构
[1] Russian Acad Sci, Siberian Div, Irkutsk Inst Chem, Irkutsk 664033, Russia
基金
俄罗斯基础研究基金会;
关键词
D O I
10.1023/A:1015367111704
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral diamines having a C-2 symmetry, (4S,5S)-2,2-dimethyl-4,5-bis(aminomethyl)-1,3-dioxolane and (5S,5'S)-2,2,2',2'-tetramethyl-3,3'-diphenyl-5,5'-bioxazolidine, were synthesized on the basis of (+)-(2R,3R)-tartaric acid. Their structure was proved by X-ray analysis. The products were used as ligands in rhodium catalyst for enantioselective hydrogenation of alpha-acetamidocinnamic and itaconic acids.
引用
收藏
页码:104 / 110
页数:7
相关论文
共 50 条
  • [31] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .8. NEW CHIRAL FERROCENYLPHOSPHINES WITH C2 SYMMETRY
    HAYASHI, T
    YAMAMOTO, A
    HOJO, M
    KISHI, K
    ITO, Y
    NISHIOKA, E
    MIURA, H
    YANAGI, K
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 370 (1-3) : 129 - 139
  • [32] SYNTHESIS, CHARACTERIZATION, AND ELECTROCHEMICAL PROPERTIES OF A FAMILY OF DINUCLEAR RHODIUM COMPLEXES CONTAINING 2 TERMINAL HYDRIDE LIGANDS AND 2 HYDRIDE (OR CHLORIDE) BRIDGES - STOICHIOMETRIC AND CATALYTIC-HYDROGENATION REACTIONS OF ALKYNES AND ALKENES
    BIANCHINI, C
    MELI, A
    LASCHI, F
    RAMIREZ, JA
    ZANELLO, P
    VACCA, A
    INORGANIC CHEMISTRY, 1988, 27 (24) : 4429 - 4435
  • [33] Xe@cryptophane complexes with C2 symmetry:: Synthesis and investigations by 129Xe NMR of the consequences of the size of the host cavity for xenon encapsulation
    Brotin, T
    Dutasta, JP
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (06) : 973 - 984
  • [34] Chiral Bis(oxazoline) Ligands as C2-Symmetric Chiral Auxiliaries for the Synthesis of Enantiomerically Pure Bis-Cyclometalated Rhodium(III) Complexes
    Grell, Yvonne
    Demirel, Nemrud
    Harms, Klaus
    Meggers, Eric
    ORGANOMETALLICS, 2019, 38 (19) : 3852 - 3859
  • [35] SYNTHESIS OF DIARYL DISELENIDES HAVING CHIRAL PYRROLIDINE RINGS WITH C-2 SYMMETRY - THEIR APPLICATION TO THE ASYMMETRIC METHOXYSELENENYLATION OF TRANS-BETA-METHYLSTYRENES
    FUJITA, K
    IWAOKA, M
    TOMODA, S
    CHEMISTRY LETTERS, 1994, (05) : 923 - 926
  • [36] Synthesis and structural characterization of ansa-lanthanocene halide, amide and hydrocarbyl complexes with C1, Cs or C2 symmetry designed for stereospecific polymerization of methyl methacrylate
    Nie, WL
    Zou, G
    Chen, YF
    Sun, J
    Qian, CT
    ADVANCES ON ORGANOMETALLIC CATALYSTS AND OLEFIN POLYMERIZATION IN CHINA AND GERMANY, 2001, : 233 - 242
  • [37] Stereoselective synthesis of ferrocene-based C2-symmetric diphosphine ligands:: Application to the highly enantioselective hydrogenation of α-substituted cinnamic acids
    Chen, Weiping
    McCormack, Peter J.
    Mohammed, Karim
    Mbafor, William
    Roberts, Stanley M.
    Whittall, John
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (22) : 4141 - 4144
  • [38] Highly Efficient Synthesis of C2 + Oxygenates from CO Hydrogenation Over Rh-Mn-Li/SiO2 Catalyst: The Effect of TiO2 Promoter
    Ding, Dan
    Yu, Jun
    Guo, Qiangsheng
    Guo, Xiaoming
    Mao, Haifang
    Mao, Dongsen
    CATALYSIS LETTERS, 2018, 148 (08) : 2619 - 2626
  • [39] SYNTHESIS AND X-RAY STRUCTURAL CHARACTERIZATION OF HETEROBIMETALLIC RHODIUM PLATINUM AND RHODIUM PALLADIUM BENZOTHIAZOLE-2-THIOLATE COMPOUNDS - THE 1ST BINUCLEAR COMPLEXES HAVING 2 SHORT-BITE ANIONIC BRIDGING LIGANDS IN A TRANS DISPOSITION
    CIRIANO, MA
    PEREZTORRENTE, JJ
    LAHOZ, FJ
    ORO, LA
    INORGANIC CHEMISTRY, 1992, 31 (06) : 969 - 974
  • [40] Synthesis and catalytic investigation of Rh(I) and Ir(I) complexes supported by new C2 symmetric di-N-heterocyclic carbene (NHC) ligands
    Lowry, Roxy J.
    Veige, Melanie K.
    Abboud, Khalil A.
    Ghiviriga, Ion
    Veige, Adam S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237