Dioxamethylene intramolecular bridging of p-tert-butylcalix[8]arene

被引:2
|
作者
Troisi, F [1 ]
Gaeta, C [1 ]
Neri, P [1 ]
机构
[1] Univ Salerno, Dipartimento Chim, I-84081 Baronissi, Italy
关键词
calixarenes; calix[8]arenes; intramolecular bridging; dioxamethylene-bridged; lower rim; alkylation;
D O I
10.1016/j.tetlet.2005.09.054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first examples of dioxamethylene bridged calix[8]arenes 2-6 have been obtained by Cs2CO3-promoted direct O-alkylation of p-tert-butylcalix[8]arene with BrCH2Cl. Assignment of the 1,2-, 1,2:3,4-, 1,2:3,4:6,7-, 1,4:2,3:5,6:7,8-, and 1,2:3,4:5,6:7,8-bridging pattern of 2-6, respectively, was mainly based on chemical shift of OH groups and chemical correlations. Dynamic H-1 NMR studies and MM3 calculations indicated that in these compounds the dioxocine subunit adopts a boat-chair conformation. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8041 / 8045
页数:5
相关论文
共 50 条
  • [41] INCLUSION OF MULTIRING COMPOUNDS BY P-TERT-BUTYLCALIX[5]ARENE
    JUNEJA, RK
    ROBINSON, KD
    ORR, GW
    DUBOIS, RH
    BELMORE, KA
    ATWOOD, JL
    JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1992, 13 (01): : 93 - 96
  • [42] Interactions of p-tert-butylcalix[4]arene and diamines in acetonitrile
    Li, HB
    Hu, HZ
    Gao, ZN
    Chen, YY
    CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 2002, 30 (03) : 318 - 320
  • [43] Isolation of all four conformations of p-tert-butylcalix[5]arene using bridging silyl groups
    Sood, P
    Zhang, HM
    Lattman, M
    ORGANOMETALLICS, 2002, 21 (21) : 4442 - 4447
  • [45] CALIXARENES .11. CRYSTAL AND MOLECULAR-STRUCTURE OF P-TERT-BUTYLCALIX[8]ARENE
    GUTSCHE, CD
    GUTSCHE, AE
    KARAULOV, AI
    JOURNAL OF INCLUSION PHENOMENA, 1985, 3 (04): : 447 - 451
  • [46] Cadmium-sensitive electrode based on tetracetone derivatives of p-tert-butylcalix[8]arene
    Dernane, C.
    Zazoua, A.
    Kazane, I.
    Jaffrezic-Renault, N.
    MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2013, 33 (07): : 3638 - 3643
  • [47] Evidencing a reaction intermediate in the formation of the EuIII bimetallic complex with p-tert-butylcalix[8] arene
    Bünzli, JCG
    Besançon, F
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2005, 7 (10) : 2191 - 2198
  • [48] Synthesis and application of p-tert-butylcalix[8]arene immobilized material for the removal of azo dyes
    Kamboh, Muhammad Afzal
    Solangi, Imam Bakhsh
    Sherazi, S. T. H.
    Memon, Shahabuddin
    JOURNAL OF HAZARDOUS MATERIALS, 2011, 186 (01) : 651 - 658
  • [49] Crystal structure of a p-tert-butylcalix[8]arene - N-methyl-morpholine complex
    Mecca, Tommaso
    Consoli, Grazia Maria Letizia
    Geraci, Corrada
    Camalli, Mercedes
    Campi, Gaetano
    Spagna, Riccardo
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 2009, 224 (08): : 407 - 411
  • [50] Methylation of p-tert-butylcalix[8]arene.: Products obtained in the presence of strong bases
    Cunsolo, F
    Consoli, GML
    Piattelli, M
    Neri, P
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (20): : 6852 - 6858