Nitration of thiacalix[4]arene derivatives

被引：22
|
作者：
Lhoták, P
Svoboda, J
Stibor, I
Sykora, J
机构：
[1] Inst Chem Technol, Dept Organ Chem, CR-16628 Prague 6, Czech Republic
[2] Acad Sci Czech Republ, Inst Chem Proc Fundamentals, CR-16502 Prague, Czech Republic
来源：
TETRAHEDRON LETTERS | 2002年 / 43卷 / 41期
关键词：
D O I：
10.1016/S0040-4039(02)01667-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct nitration of the upper rim of thiacalix[4]arenes is not possible due to the undesirable oxidation of the sulphur atoms during the nitration step leading to very complicated reaction mixtures. On the other hand, thiacalix[4]arene derivatives can be at first transformed intentionally to the highest oxidation state-sulfones, and subsequently ipso-nitrated using 100% HNO3 in CF3COOH. This procedure gives smoothly mono- or dinitro-derivatives in acceptable yields which opens the way for further derivatisation of the upper rim of thiacalixarenes. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7413 / 7417
页数：5
相关论文
共 50 条
  • [21] Crystal structures of two thiacalix[4]arene derivatives anchoring four thiadiazole groups
    Bang-Tun Zhao
    Zhen Zhou
    Zhen-Ning Yan
    Journal of Chemical Sciences, 2009, 121 : 1047 - 1052
  • [22] Synthesis and structure of lower rim-substituted alkynyl derivatives of thiacalix[4]arene
    Murav'ev, A. A.
    Galieva, F. B.
    Strel'nik, A. G.
    Nugmanov, R. I.
    Gruener, M.
    Solov'eva, S. E.
    Latypov, Sh. K.
    Antipin, I. S.
    Konovalov, A. I.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 51 (09) : 1334 - 1342
  • [23] Crystal structures of two thiacalix[4]arene derivatives anchoring four thiadiazole groups
    Zhao, Bang-Tun
    Zhou, Zhen
    Yan, Zhen-Ning
    JOURNAL OF CHEMICAL SCIENCES, 2009, 121 (06) : 1047 - 1052
  • [24] Adsorption of Eu(III) ions on silicas with noncovalently immobilized thiacalix[4]arene derivatives
    Lukashova, M. S.
    Kharchenko, S. G.
    Belikov, K. N.
    Bryleva, K. Yu.
    Kal'chenko, V. I.
    Shcherbakov, I. B. -Kh.
    Slyusarev, A. N.
    Beda, O. A.
    JOURNAL OF ANALYTICAL CHEMISTRY, 2016, 71 (05) : 476 - 481
  • [25] Synthesis, structure, and complexation properties of tetraamide derivatives of thiacalix[4]arene in different conformations
    S. E. Solovieva
    M. Grüner
    A. O. Omran
    A. T. Gubaidullin
    I. A. Litvinov
    W. D. Habicher
    I. S. Antipin
    A. I. Konovalov
    Russian Chemical Bulletin, 2005, 54 : 2104 - 2112
  • [26] Adsorption of Eu(III) ions on silicas with noncovalently immobilized thiacalix[4]arene derivatives
    M. S. Lukashova
    S. G. Kharchenko
    K. N. Belikov
    K. Yu. Bryleva
    V. I. Kal’chenko
    I. B.-Kh. Shcherbakov
    A. N. Slyusarev
    O. A. Beda
    Journal of Analytical Chemistry, 2016, 71 : 476 - 481
  • [27] Application of RDC enhanced NMR spectroscopy in structural analysis of thiacalix[4]arene derivatives
    Vrzal, L.
    Kratochvilova-Simanova, M.
    Landovsky, T.
    Polivkova, K.
    Budka, J.
    Dvorakova, H.
    Lhotak, P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (37) : 9610 - 9618
  • [28] Nitration of thiacalix[4]arene using nitrosium nitrate complexes:: synthesis and characterization of tetranitro-, tetraamino-, and tetra(4-pyridylimino)tetrahydroxythiacalix[4]arene
    Desroches, C
    Parola, S
    Vocanson, F
    Perrin, M
    Lamartine, R
    Létoffé, JM
    Bouix, J
    NEW JOURNAL OF CHEMISTRY, 2002, 26 (05) : 651 - 655
  • [29] Dinuclear titanium complexes of thiacalix[4]arene
    Zeller, Juergen
    Treptow, Jens
    Radius, Udo
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2007, 633 (5-6): : 741 - 746
  • [30] Uncommon Regioselectivity in Thiacalix[4]arene Formylation
    Kundrat, Ondrej
    Cisarova, Ivana
    Boehm, Stanislav
    Pojarova, Michaela
    Lhotak, Pavel
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (12): : 4592 - 4596
12345