Lower rim substituted p-tert-butyl calix[4]arene; Part 14. Synthesis, structures and binding studies of calix[4]arene thioamides

被引:10
|
作者
Bochenska, Maria [1 ]
Kulesza, Joanna [1 ,3 ]
Chojnacki, Jaroslaw [2 ]
Arnaud-Neu, Francoise [3 ]
Hubscher-Bruder, Veronique [3 ]
机构
[1] Gdansk Univ Technol, Dept Chem Technol, Fac Chem, PL-80233 Gdansk, Poland
[2] Gdansk Univ Technol, Dept Inorgan Chem, PL-80233 Gdansk, Poland
[3] ECPM, CNRS, UDS, IPHC DSA,Lab Chim Phys, F-67087 Strasbourg 2, France
关键词
p-tert-butylcalix[4]arene thioamides; Synthesis; Crystal structure; Liquid-liquid extraction; CATION COMPLEXATION; CRYSTAL-STRUCTURE; DERIVATIVES; ALKALI; AMIDES;
D O I
10.1007/s10847-010-9735-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A number of p-tert-butylcalix[4]arene thioamides were synthesized and characterized by H-1-NMR and elemental analysis. Compounds 1-5 are O-substituted derivatives with -CH2-C(=S)-N-X groups, where NX = morpholidyl, NEt2, NHC2H4Ph, NHCH2Ph and NHEt, respectively. The X-ray structures of the ligands 1, 3, 5 and of the complex 3 center dot Pb(ClO4)(2), (compound 6), are presented and their slightly distorted cone conformation is established. The influence of the nature of the thioamide functions (secondary or tertiary) on the extractability of some selected metal cations was investigated. Whereas all these calixarenes show the highest extraction level for Ag+, tertiary thioamides are more efficient extractants for Pb2+ than secondary thioamides.
引用
收藏
页码:75 / 83
页数:9
相关论文
共 50 条
  • [1] Lower rim substituted p-tert-butyl calix[4]arene; Part 14. Synthesis, structures and binding studies of calix[4]arene thioamides
    Maria Bocheńska
    Joanna Kulesza
    Jarosław Chojnacki
    Françoise Arnaud-Neu
    Véronique Hubscher-Bruder
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2010, 68 : 75 - 83
  • [2] Lower Rim Substituted p-tert-Butyl-Calix[4]arene. Part 15. Pb(II)-Ion-Selective Electrodes Based on p-tert-Butyl-calix[4]arene Thioamides
    Bochenska, Maria
    Guzinski, Marcin
    Kulesza, Joanna
    ELECTROANALYSIS, 2009, 21 (17-18) : 2054 - 2060
  • [3] Anion complexation by amido derivatives of p-tert-butyl calix[4]arene
    Hamdi, Abdelwaheb
    Abidi, Rym
    Vicens, Jacques
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2008, 60 (1-2) : 193 - 196
  • [4] Molecular Dynamics Simulations of tetramethylketone p-tert-butyl calix[4]arene
    de Araujo, Alexandre Suman
    Castellano, Eduardo Ernesto
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2005, 61 : C165 - C166
  • [5] Anion complexation by amido derivatives of p-tert-butyl calix[4]arene
    Abdelwaheb Hamdi
    Rym Abidi
    Jacques Vicens
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2008, 60 : 193 - 196
  • [6] STRUCTURES OF A P-TERT-BUTYL CALIX(4) ARENE DERIVATIVE AND ITS SODIUM COMPLEX.
    Piro, O. E.
    Al Rawi, N. J.
    De Namor, A. F. Danil
    Castellano, E. E.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 1999, 55 : 394 - 394
  • [7] Mono-functionalization of the tris-(p-tert-butyl)calix[4]arene
    Berthalon, S
    RegnoufdeVains, JB
    Lamartine, R
    TETRAHEDRON LETTERS, 1997, 38 (49) : 8527 - 8528
  • [8] Lower-rim-substituted tert-butylcalix[4]arenes;: Part IX:: One-pot synthesis of calix[4]arene-hydroxamates and calix[4]arene-amides
    Lesinska, Urszula
    Bochenska, Maria
    SYNTHESIS-STUTTGART, 2006, (16): : 2671 - 2676
  • [9] A Lower Rim Tert-butyl Calix[4]arene Derivative that Binds Ag(I)
    Castellano, Eduardo E.
    Piro, Oscar. E.
    Aparicio-Aragon, W. B.
    Danil de Namor, A. F.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2005, 61 : C305 - C305
  • [10] Lower rim substituted p-tert-butyl-calix[4]arene. Part 17. Synthesis, extractive and ionophoric properties of p-tert-butylcalix[4]arene appended with hydroxamic acid moieties
    Kulesza, J.
    Guzinski, M.
    Bochenska, M.
    Hubscher-Bruder, V.
    Arnaud-Neu, F.
    POLYHEDRON, 2014, 77 : 89 - 95