High yielding and practical synthesis of rotaxanes by acylative end-capping catalyzed by tributylphosphine

被引:87
作者
Kawasaki, H [1 ]
Kihara, N [1 ]
Takata, T [1 ]
机构
[1] Univ Osaka Prefecture, Grad Sch Engn, Dept Appl Chem, Osaka 5998531, Japan
关键词
D O I
10.1246/cl.1999.1015
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A pseudorotaxane was prepared from dibenzo-24-crown-8 and a dibenzylammonium salt possessing dimethylphenyl and hydroxy groups at the both termini. Acylation of the pseudorotaxane by 3,5-dimethylbenzoic anhydride in the presence of tributylphosphine afforded corresponding rotaxane in 90% yield. Various rotaxanes were readily synthesized in excellent yields by this method.
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收藏
页码:1015 / 1016
页数:2
相关论文
共 17 条
  • [1] Rotaxane or pseudorotaxane? That is the question!
    Ashton, PR
    Baxter, I
    Fyfe, MCT
    Raymo, FM
    Spencer, N
    Stoddart, JF
    White, AJP
    Williams, DJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (10) : 2297 - 2307
  • [2] Acid-base controllable molecular shuttles
    Ashton, PR
    Ballardini, R
    Balzani, V
    Baxter, I
    Credi, A
    Fyfe, MCT
    Gandolfi, MT
    Gómez-López, M
    Martínez-Díaz, MV
    Piersanti, A
    Spencer, N
    Stoddart, JF
    Venturi, M
    White, AJP
    Williams, DJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (46) : 11932 - 11942
  • [3] Pseudorotaxanes formed between secondary dialkylammonium salts and crown ethers
    Ashton, PR
    Chrystal, EJT
    Glink, PT
    Menzer, S
    Schiavo, C
    Spencer, N
    Stoddart, JF
    Tasker, PA
    White, AJP
    Williams, DJ
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (06) : 709 - 728
  • [4] The genesis of a new range of interlocked molecules
    Glink, PT
    Schiavo, C
    Stoddart, JF
    Williams, DJ
    [J]. CHEMICAL COMMUNICATIONS, 1996, (13) : 1483 - 1490
  • [5] Hübner GM, 1999, ANGEW CHEM INT EDIT, V38, P383, DOI 10.1002/(SICI)1521-3773(19990201)38:3<383::AID-ANIE383>3.0.CO
  • [6] 2-H
  • [7] GAINING CONTROL OVER MOLECULAR THREADING - BENEFITS OF 2ND COORDINATION SITES AND AQUEOUS-ORGANIC INTERFACES IN ROTAXANE SYNTHESIS
    KOLCHINSKI, AG
    BUSCH, DH
    ALCOCK, NW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (12) : 1289 - 1291
  • [8] Molecular riveting: High yield preparation of a [3]-rotaxane
    Kolchinski, AG
    Alcock, NW
    Roesner, RA
    Busch, DH
    [J]. CHEMICAL COMMUNICATIONS, 1998, (14) : 1437 - 1438
  • [9] 1,2-bis(4,4′-dipyridinium)ethane:: a versatile dication for the formation of [2]rotaxanes with dibenzo-24-crown-8 ether
    Loeb, SJ
    Wisner, JA
    [J]. CHEMICAL COMMUNICATIONS, 1998, (24) : 2757 - 2758
  • [10] Loeb SJ, 1998, ANGEW CHEM INT EDIT, V37, P2838, DOI 10.1002/(SICI)1521-3773(19981102)37:20<2838::AID-ANIE2838>3.0.CO