Palladium-catalysed direct arylation of a tris-cyclometallated Ir(III) complex bearing 2,2′-thienylpyridine ligands: a powerful tool for the tuning of luminescence properties

被引:54
作者
Beydoun, Kassem [1 ]
Zaarour, Moussa [1 ]
Williams, J. A. Gareth [2 ]
Doucet, Henri [1 ]
Guerchais, Veronique [1 ]
机构
[1] Univ Rennes 1 Organomet Mat & Catalyse, CNRS, UMR 6226, Inst Sci Chim Rennes, F-35042 Rennes, France
[2] Univ Durham, Dept Chem, Durham DH1 3LE, England
关键词
IRIDIUM COMPLEXES; METAL-COMPLEXES; ARYL HALIDES; DERIVATIVES; THIOPHENE; BROMIDES; PHOSPHORESCENCE; 4-ARYLATION; CARBONATES; FURAN;
D O I
10.1039/c2cc16327f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium-catalysed direct 5-arylation of metallated thiophenes of fac-Ir((NC3)-C-boolean AND'-thpy)(3) with aryl bromides via C-H bond functionalisation allows the synthesis of a variety of new Ir complexes in only one step (thpyH = 2,2'-thienylpyridine). The method offers simple modification of the nature of the ligand and hence of the photophysical properties of such complexes.
引用
收藏
页码:1260 / 1262
页数:3
相关论文
共 38 条
  • [1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    Alberico, Dino
    Scott, Mark E.
    Lautens, Mark
    [J]. CHEMICAL REVIEWS, 2007, 107 (01) : 174 - 238
  • [2] Boronic acid-substituted metal complexes: versatile building blocks for the synthesis of multimetallic assemblies
    Arm, KJ
    Williams, JAG
    [J]. CHEMICAL COMMUNICATIONS, 2005, (02) : 230 - 232
  • [3] Palladium-catalysed direct polyheteroarylation of di- or tribromobenzene derivatives: a one step synthesis of conjugated poly(hetero)aromatics
    Baloch, Marya
    Roy, Reny Jacob
    Roy, David
    Beydoun, Kassem
    Doucet, Henri
    [J]. RSC ADVANCES, 2011, 1 (08) : 1527 - 1536
  • [4] Recent advances in the synthesis of (hetero)aryl-substituted heteroarenes via transition metal-catalysed direct (hetero)arylation of heteroarene C-H bonds with aryl halides or pseudohalides, diaryliodonium salts, and potassium aryltrifluoroborates
    Bellina, Fabio
    Rossi, Renzo
    [J]. TETRAHEDRON, 2009, 65 (50) : 10269 - 10310
  • [5] Chiral thienylpyridines as N-S ligands for asymmetric catalysis -: Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions
    Chelucci, G
    Muroni, D
    Saba, A
    Soccolini, F
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 197 (1-2) : 27 - 35
  • [6] Palladium-catalysed direct arylation of thiophenes tolerant to silyl groups
    Chen, Lu
    Roger, Julien
    Bruneau, Christian
    Dixneuf, Pierre H.
    Doucet, Henri
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (06) : 1872 - 1874
  • [7] Switching luminescent properties in osmium-based β-diketonate complexes
    Chen, YL
    Li, SW
    Chi, Y
    Cheng, YM
    Pu, SC
    Yeh, YS
    Chou, PT
    [J]. CHEMPHYSCHEM, 2005, 6 (10) : 2012 - 2017
  • [8] FACIAL TRIS CYCLOMETALATED RH3+ AND IR3+ COMPLEXES - THEIR SYNTHESIS, STRUCTURE, AND OPTICAL SPECTROSCOPIC PROPERTIES
    COLOMBO, MG
    BRUNOLD, TC
    RIEDENER, T
    GUDEL, HU
    FORTSCH, M
    BURGI, HB
    [J]. INORGANIC CHEMISTRY, 1994, 33 (03) : 545 - 550
  • [9] Carbonates: eco-friendly solvents for palladium-catalysed direct arylation of heteroaromatics
    Dong, Jia Jia
    Roger, Julien
    Verrier, Cecile
    Martin, Thibaut
    Le Goff, Ronan
    Hoarau, Christophe
    Doucet, Henri
    [J]. GREEN CHEMISTRY, 2010, 12 (11) : 2053 - 2063
  • [10] Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: an economically and environmentally attractive access to 5-arylfurans
    Dong, Jia Jia
    Roger, Julien
    Pozgan, Franc
    Doucet, Henri
    [J]. GREEN CHEMISTRY, 2009, 11 (11) : 1832 - 1846