Thiophosphorylated cavitand: structure and affinity towards soft metal ions

被引:23
作者
Bibal, B
Declercq, JP
Dutasta, JP
Tinant, B
Valade, AGL
机构
[1] CNRS, UMR 5532, Ecole Normale Super Lyon, Stereochim & Interact Mol, F-69364 Lyon 07, France
[2] Univ Catholique Louvain, Unite Chim Struct & Mechanisms React, B-1348 Louvain, Belgium
关键词
cavitand; thiophosphorylated ligand; complexation; supramolecular chemistry; X-ray structure;
D O I
10.1016/S0040-4020(03)00946-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The iiii stereoisomer of the tetrathiophosphonate-calix[4]resorcinarene host 1 exhibited excellent extraction properties towards soft metal ions, with a better affinity for Ag+ (91%), than for Tl+ (38%) and Hg2+ (16%). The extraction of other picrate salts (Cu2+, Ni2+, Co2+, Zn2+, Cd2+, Pb2+) was not detected. The stoichiometry and the structure of the Hg2+, Tl+ and Ag+ complexes were studied by NMR in solution and gave respectively 1:1, 1:1 and 1:2 host-guest complexes. The formation of the self-assembled 1(2).(AgPic)(4) complex was independent on the anion and only observed with silver(l) ion. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5849 / 5854
页数:6
相关论文
共 18 条
  • [1] [Anonymous], 1974, INT TABLES XRAY CRYS, VIV
  • [2] MOLECULAR RECOGNITION .5. MOLECULAR RECOGNITION OF SUGARS VIA HYDROGEN-BONDING INTERACTION WITH A SYNTHETIC POLYHYDROXY MACROCYCLE
    AOYAMA, Y
    TANAKA, Y
    SUGAHARA, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) : 5397 - 5404
  • [3] ARNAUDNEU F, 1991, NEW J CHEM, V15, P33
  • [4] SYNTHESIS, X-RAY CRYSTAL-STRUCTURE AND CATION BINDING-PROPERTIES OF A TETRAHOMODIOXACALIX[4]ARENE TETRAESTER
    ARNAUDNEU, F
    CREMIN, S
    CUNNINGHAM, D
    HARRIS, SJ
    MCARDLE, P
    MCKERVEY, MA
    MCMANUS, M
    SCHWINGWEILL, MJ
    ZIAT, K
    [J]. JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1991, 10 (03): : 329 - 339
  • [5] PHOSPHORUS-COMPOUNDS WITH 8-MEMBERED HETEROCYCLIC-SYSTEMS - SYNTHESIS AND 3-DIMENSIONAL STRUCTURE
    ARSHINOVA, RP
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1992, 68 (1-4): : 155 - 191
  • [6] Preparation and structure of [iiii] tetraphosphonatocavitands bearing long chain functionality at the lower rim:: Metal picrates extraction studies
    Bibal, B
    Tinant, B
    Declercq, JP
    Dutasta, JP
    [J]. SUPRAMOLECULAR CHEMISTRY, 2003, 15 (01) : 25 - 32
  • [7] A new supramolecular assembly obtained from the combination of silver(I) cations with a thiophosphorylated cavitand
    Bibal, B
    Tinant, B
    Declercq, JP
    Dutasta, JP
    [J]. CHEMICAL COMMUNICATIONS, 2002, (05) : 432 - 433
  • [8] Delangle P, 2001, EUR J ORG CHEM, V2001, P3695
  • [9] HOST-GUEST COMPLEXATION .16. SYNTHESIS AND CATION BINDING CHARACTERISTICS OF MACROCYCLIC POLYETHERS CONTAINING CONVERGENT METHOXYARYL GROUPS
    KOENIG, KE
    LEIN, GM
    STUCKLER, P
    KANEDA, T
    CRAM, DJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (13) : 3553 - 3566
  • [10] HOST-GUEST COMPLEXATION .1. CONCEPT AND ILLUSTRATION
    KYBA, EP
    HELGESON, RC
    MADAN, K
    GOKEL, GW
    TARNOWSKI, TL
    MOORE, SS
    CRAM, DJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (08) : 2564 - 2571