Synthesis and binding properties of calix[4]arene diamide dicarboxylic acids

被引:13
作者
Arnand-Neu, F
Barboso, S
Casnati, A
Pinalli, A
Schwing-Weill, MJ
Ungaro, R
机构
[1] ULP, ECPM, Chim Phys Lab, CNRS,UMR 7512, F-67087 Strasbourg 2, France
[2] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
关键词
D O I
10.1039/b006505f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Calix[4]arenes diametrically substituted at the lower rim with two carboxylic acid and two tertiary amide binding groups were obtained in good yields and their acid-base properties studied in methanol solution. Complexation studies, performed in methanol by potentiometry, show that mononuclear (MLHz, z = 0, 1) or dinuclear (M2L) complexes are formed with alkali metal cations, whereas MxL2Hz (x = 1, 2, z = 0, 1) species, involving two ligands, are also present with alkaline-earth cations. Both ligands 2 and 3 show a remarkable selectivity for Ca2+ and Sr2+ among alkali and alkaline-earth metal ions.
引用
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页码:967 / 972
页数:6
相关论文
共 57 条
  • [1] AIME S, 1998, CHEM REV, V27
  • [2] METAL-INDUCED CONFORMATIONAL-CHANGES IN CALIX[N]ARENES CAN CHANGE THE EXCHANGE INTERACTION BETWEEN N-O-CENTER-DOT RADICALS
    ARAKI, K
    NAKAMURA, R
    OTSUKA, H
    SHINKAI, S
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (20) : 2121 - 2122
  • [3] PARA-TERT-BUTYL-CALIX[4]ARENE TETRACARBOXYLIC ACID - A WATER-SOLUBLE CALIXARENE IN A CONE STRUCTURE
    ARDUINI, A
    POCHINI, A
    REVERBERI, S
    UNGARO, R
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (15) : 981 - 982
  • [4] Recognition of cationic species with synthetic receptors
    Arduini, A
    Casnati, A
    Pochini, A
    Ungaro, R
    [J]. CURRENT OPINION IN CHEMICAL BIOLOGY, 1997, 1 (04) : 467 - 474
  • [5] ARDUINI A, 1996, CALIXARENES MACROCYC, P145
  • [6] Selective transport of cesium and strontium ions through polymer inclusion membranes containing calixarenes as carriers
    Arena, G
    Contino, A
    Magri', A
    Sciotto, D
    Lamb, JD
    [J]. SUPRAMOLECULAR CHEMISTRY, 1998, 10 (01) : 5 - 15
  • [7] Modulation of cation binding in calix[4]arene amides: synthesis, complexation and molecular modelling studies
    Arnaud-Neu, MF
    Barboso, S
    Berny, F
    Casnati, A
    Muzet, N
    Pinalli, A
    Ungaro, R
    Schwing-Weill, MJ
    Wipff, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (08): : 1727 - 1738
  • [8] ARNAUDNEU F, 1991, NEW J CHEM, V15, P33
  • [9] A supramolecular assembly of a multifunctional calix[4]arene with alkali and alkaline earth cations in solution and in the solid state
    ArnaudNeu, F
    Barrett, G
    Ferguson, G
    Gallagher, JF
    McKervey, MA
    Moran, M
    SchwingWeill, MJ
    Schwinte, P
    [J]. SUPRAMOLECULAR CHEMISTRY, 1996, 7 (03) : 215 - 222
  • [10] Complexation of Pr3+, Eu3+, Yb3+ and Th4+ ions by calixarene carboxylates
    ArnaudNeu, F
    Cremin, S
    Harris, S
    McKervey, MA
    SchwingWeill, MJ
    Schwinte, P
    Walker, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (03): : 329 - 334