Thiosemicarbazone copper complexes as competent catalysts for olefin cyclopropanations

被引：30
作者：
Youssef, Nabil S. [3 ]
El-Seidy, Ahmed M. A. [3 ]
Schiavoni, Marco [1 ,2 ]
Castano, Brunilde [1 ,2 ]
Ragaini, Fabio [1 ,2 ]
Gallo, Emma [1 ,2 ]
Caselli, Alessandro [1 ,2 ]
机构：
[1] Univ Milan, Dipartimento Chim, I-20133 Milan, Italy
[2] CNR, ISTM, I-20133 Milan, Italy
[3] Natl Res Ctr, Dept Inorgan Chem, Giza, Egypt
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2012年 / 714卷
关键词：
Schiff bases; Copper complexes; Cyclopropanation reactions; Homogeneous catalysis; Thiosemicarbazone; ASYMMETRIC CYCLOPROPANATION; METAL-COMPLEXES; ENANTIOSELECTIVE CYCLOPROPANATION; SPECTROSCOPIC CHARACTERIZATION; CRYSTAL-STRUCTURE; CU(I) COMPLEXES; DIAZO-COMPOUNDS; LIGANDS; COORDINATION; ALKENES;
D O I：
10.1016/j.jorganchem.2012.03.018
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
New copper complexes of several thiosemicarbazones have been prepared and characterized. All complexes have been prepared by employing Cu (II) acetate hydrate, but analytical and spectroscopical data for the isolated complexes revealed that in most cases a reduction to copper (I) occurred. Cyclopropanation reactions of several olefins by ethyldiazoacetate (EDA) in the presence of catalytic amounts of the complexes were examined. The reported results showed that all complexes are competent catalysts for the cyclopropanation reaction of unactivated olefins. Cyclopropanes were obtained in high yields (up to 97%, TON up to 18,400) with moderate to excellent diastereoselectivities (up to >99%). (C) 2012 Elsevier B. V. All rights reserved.
引用
收藏
页码：94 / 103
页数：10
相关论文
共 50 条
  • [41] Copper complexes of new thiosemicarbazone ligands: Synthesis, structural studies and antimicrobial activity
    Ibrahim, Ahmed B. M.
    Farh, Micheal K.
    Mayer, Peter
    INORGANIC CHEMISTRY COMMUNICATIONS, 2018, 94 : 127 - 132
  • [42] Synthesis, Spectral Characterization, DNA Binding, DNA Cleavage, and Antioxidant Studies of Ruthenium(III) Heterocyclic Thiosemicarbazone Complexes
    Sathiyaraj, Subbaiyan
    Sampath, Krishnan
    Jayabalakrishnan, Chinnasamy
    SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2014, 44 (09) : 1261 - 1271
  • [43] Transition metal complexes of thiosemicarbazone: Synthesis, structures and invitro antimicrobial studies
    Netalkar, Priya P.
    Netalkar, Sandeep P.
    Revankar, Vidyanand K.
    POLYHEDRON, 2015, 100 : 215 - 222
  • [44] Di(imino)pyridine Complexes as Catalysts for Homogeneous Olefin Oligomerization Reactions
    Ritter, Tanja H.
    Alt, Helmut G.
    JORDAN JOURNAL OF CHEMISTRY, 2020, 15 (01) : 43 - 49
  • [45] Synthesis, Characterization, and in Vitro Anticancer Activity of Copper and Zinc Bis(Thiosemicarbazone) Complexes
    Anjum, Rukhsana
    Palanimuthu, Duraippandi
    Kalinowski, Danuta S.
    Lewis, William
    Park, Kyung Chan
    Kovacevic, Zaklina
    Khan, Irfan Ullah
    Richardson, Des R.
    INORGANIC CHEMISTRY, 2019, 58 (20) : 13709 - 13723
  • [46] Tetranuclear and dinuclear phenoxido bridged copper complexes based on unsymmetrical thiosemicarbazone ligands
    Isaac, J. A.
    Mansour, A. -T.
    David, R.
    Kochem, A.
    Philouze, C.
    Demeshko, S.
    Meyer, F.
    Reglier, M.
    Simaan, A. J.
    Caldarelli, S.
    Yemloul, M.
    Jamet, H.
    Thibon-Pourret, A.
    Belle, C.
    DALTON TRANSACTIONS, 2018, 47 (29) : 9665 - 9676
  • [47] Cationic ruthenium allenylidene complexes as catalysts for ring closing olefin metathesis
    Fürstner, A
    Liebl, M
    Lehmann, CW
    Picquet, M
    Kunz, R
    Bruneau, C
    Touchard, D
    Dixneuf, PH
    CHEMISTRY-A EUROPEAN JOURNAL, 2000, 6 (10) : 1847 - 1857
  • [48] Bis(β-enaminoketonato) Vanadium (III or IV) Complexes as Catalysts for Olefin Polymerization
    Wu, Ji-Qian
    Li, Bai-Xiang
    Zhang, Sen-Wang
    Li, Yue-Sheng
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (14) : 3062 - 3072
  • [49] Thiosemicarbazone complexes of uranium
    Abram, U
    Lang, ES
    Bonfada, E
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2002, 628 (08): : 1873 - 1878
  • [50] Gold(III) Olefin Complexes
    Savjani, Nicky
    Rosca, Dragos-Adrian
    Schormann, Mark
    Bochmann, Manfred
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (03) : 874 - 877
12345