Synthesis of bis(BINOL) substituted 2,2′-bipyridines and their late transition metal complexes

被引:10
|
作者
Lützen, A [1 ]
Hapke, M [1 ]
Meyer, S [1 ]
机构
[1] Carl von Ossietzky Univ Oldenburg, Dept Chem, D-26111 Oldenburg, Germany
来源
SYNTHESIS-STUTTGART | 2002年 / 15期
关键词
cross-coupling reactions; palladium; ligands; complexes; supramolecular chemistry;
D O I
10.1055/s-2002-34948
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bis(BINOL) substituted 2,2'-bipyridines (1a and 1b) have been prepared via a twofold Sonogashira cross-coupling reaction from 3-iodo-2,2'-di(methoxymethoxy)-1,1'-binaphthyl (4) and 5,5'-diethynyl-2,2'-bipyridine (2), which could be synthesised through a palladium mediated homodimerisation using zinc powder as a reducing agent. 1a and 1b form well defined silver(I), copper(I) or zinc(II) complexes [M1(2)](+) and [Zn1a(2)](2+) thereby orienting the BINOL groups in a fashion potentially useful for molecular recognition of chiral substrates.
引用
收藏
页码:2289 / 2295
页数:7
相关论文
共 50 条
  • [21] Rh(I) complexes with fluorinated 2,2′-bipyridines
    Campos-Carrasco, Ariadna
    Tortosa-Estorach, Clara
    Masdeu-Bulto, Anna M.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2012, 18 : 61 - 64
  • [22] FERROCENE-BRIDGED BIS(2,2'-BIPYRIDINES) - NEW TWEEZER-TYPE LIGANDS FOR TRANSITION-METAL IONS
    KONIG, B
    NIMTZ, M
    ZIEG, H
    TETRAHEDRON, 1995, 51 (22) : 6267 - 6272
  • [23] Metal-containing amphiphiles:: Orthometallated iridium(III) complexes with substituted 6′-phenyl-2,2′-bipyridines
    Neve, F
    Crispini, A
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2000, (05) : 1039 - 1043
  • [24] Synthesis and characterization of a series of bis(L-tartrate)-bridged dinuclear transition metal complexes with 2,2′-bipyridine
    Kaizaki, Sumio
    Kato-Igawa, Yumiko
    Tsukuda, Toshiaki
    Nakano, Motohiro
    JOURNAL OF COORDINATION CHEMISTRY, 2010, 63 (06) : 967 - 976
  • [25] Synthesis and Characterization of Transition Metal Complexes with 2,2′-[(Propylene-1,3-diyldioxy)bis(nitrilomethylidyne)]diphenol
    Chai, Feng-Ying
    Zhang, Xin-Ying
    Zhao, Meng-Meng
    Wang, Zheng-Kun
    Meng, Jiao-Long
    Zhang, Li-Sha
    Wang, Ke-Tai
    ASIAN JOURNAL OF CHEMISTRY, 2013, 25 (16) : 9362 - 9364
  • [26] Late-transition-metal complexes of BINOL-derived salens: Synthesis, structure, and reactivity
    DiMauro, EF
    Kozlowski, MC
    ORGANOMETALLICS, 2002, 21 (07) : 1454 - 1461
  • [27] Persistent Metal Bis(Hexafluoroacetylacetonato) Complexes Featuring a 2,2′-Bipyridine Substituted Triarylamminium Radical Cation
    Adugna, Sharew
    Revunova, Kseniya
    Djukic, Brandon
    Gorelsky, Serge I.
    Jenkins, Hilary A.
    Lemaire, Martin T.
    INORGANIC CHEMISTRY, 2010, 49 (21) : 10183 - 10190
  • [28] A facile synthesis of homologous 4,4-dialkanoic acid substituted 2,2′-bipyridines
    Mohler, DL
    Chen, DT
    Reddy, VB
    SYNTHESIS-STUTTGART, 2002, (06): : 745 - 748
  • [29] Recent Advances in the Synthesis of 2,2′-Bipyridines and Their Derivatives
    Rubtsov, Aleksandr E.
    Malkov, Andrei V.
    SYNTHESIS-STUTTGART, 2021, 53 (15): : 2559 - 2569
  • [30] Synthesis of amino-functionalized 2,2′-bipyridines
    Hapke, Marko
    Staats, Holger
    Wallmann, Ivonne
    Luetzen, Arne
    SYNTHESIS-STUTTGART, 2007, (17): : 2711 - 2719