The influence of alkenes as π-acidic ligands in pd-catalysed cross-couplings

被引:0
|
作者
Jarvis A.G. [1 ]
Fairlamb I.J.S. [1 ]
机构
[1] Department of Chemistry, University of York, Heslington, York
关键词
Alkenes; C-X Activation; Catalysis; Cross-coupling; Ligand effects; Palladium;
D O I
10.2174/138527211797248012
中图分类号
学科分类号
摘要
Recent advances in Pd-catalysed cross-couplings have exploited subtle changes (ligands, additives, reagent choice) that can influence both catalyst activity, selectivity and longevity. In the last few decades it has been noted that the addition of alkenes (olefins) as ligands for Pd can have a dramatic effect on these reactions. More recently, chemists have focussed on designing alkene-containing ligands to take advantage of their benefits. This review summarises the fundamentals of alkene ligands in Pd-catalysed cross-couplings. The development of alkene and mixed 'hemilabile' phosphine-alkene ligands is further highlighted. © 2011 Bentham Science Publishers.
引用
收藏
页码:3175 / 3196
页数:21
相关论文
共 50 条
  • [41] Palladium-Catalyzed Cross-Couplings of Unsaturated Halides Bearing Relatively Acidic Hydrogen Atoms with Organozinc Reagents
    Dong, Zhibing
    Manolikakes, Georg
    Li, Jinshan
    Knochel, Paul
    SYNTHESIS-STUTTGART, 2009, (04): : 681 - 686
  • [42] (π-Allyl)Pd Complexes Containing N-Heterocyclic Carbene and Pseudohalogen Ligands - Synthesis, Reactivity toward Organic Isothiocyanates and Isocyanides, and Their Catalytic Activity in Suzuki-Miyaura Cross-Couplings
    Kim, Hyun-Kyung
    Lee, Jung-Hyun
    Kim, Yong-Joo
    Nu Zheng, Zhen
    Lee, Soon W.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, 2013 (28) : 4958 - 4969
  • [43] Rapid threefold cross-couplings with sterically bulky triarylbismuths under Pd-Cu dual catalysis
    Rao, Maddali L. N.
    Dhanorkar, Ritesh J.
    RSC ADVANCES, 2016, 6 (02): : 1012 - 1017
  • [44] P*,N-bidentate amino phosphoramidites:: New highly effective ligands for Pd-catalysed asymmetric allylic substitution
    Gavrilov, KN
    Tsarev, VN
    Shiryaev, AA
    Bondarev, OG
    Lyubimov, SE
    Benetsky, EB
    Korlyukov, AA
    Antipin, MY
    Davankov, VA
    Gais, HJ
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (03) : 629 - 634
  • [45] Aryl alkynylation versus alkyne homocoupling: Unprecedented selectivity switch in Cu, phosphine and solvent-free heterogeneous Pd-catalysed couplings
    Bandini, M
    Luque, R
    Budarin, V
    Macquarrie, DJ
    TETRAHEDRON, 2005, 61 (41) : 9860 - 9868
  • [46] Synthesis of (Z)-N-Alkenylazoles and Pyrroloisoquinolines from -N-Azoleketones through Pd-Catalyzed Tosylhydrazone Cross-Couplings
    Florentino, Lucia
    Aznar, Fernando
    Valdes, Carlos
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (32) : 10506 - 10510
  • [47] Construction of 1,5-Enynes by Stereospecific Pd-Catalyzed Allyl- Propargyi Cross-Couplings
    Ardolino, Michael J.
    Morken, James P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (21) : 8770 - 8773
  • [48] Microwave assisted Suzuki-Miyaura and Mizoroki-Heck cross-couplings catalyzed by non-symmetric Pd(II) CNS pincers supported by iminophosphorane ligands
    Ramirez-Rave, Sandra
    Morales-Morales, David
    Grevy, Jean-Michel
    INORGANICA CHIMICA ACTA, 2017, 462 : 249 - 255
  • [49] Structure-Activity Relationship Analysis of Pd-PEPPSI Complexes in Cross-Couplings: A Close Inspection of the Catalytic Cycle and the Precatalyst Activation Model
    Nasielski, Joanna
    Hadei, Nilofaur
    Achonduh, George
    Kantchev, Eric Assen B.
    O'Brien, Christopher J.
    Lough, Alan
    Organ, Michael G.
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (35) : 10844 - 10853
  • [50] Chiral phosphinoferrocene carboxamides with amino acid substituents as ligands for Pd-catalysed asymmetric allylic substitutions. Synthesis and structural characterisation of catalytically relevant Pd complexes
    Tauchman, Jiri
    Cisarova, Ivana
    Stepnicka, Petr
    DALTON TRANSACTIONS, 2011, 40 (44) : 11748 - 11757