Synthesis of [2]rotaxanes by the catalytic reactions of a macrocyclic copper complex

被引:99
作者
Saito, Shinichi [1 ]
Takahashi, Eiko [1 ]
Nakazono, Kazuko [1 ]
机构
[1] Tokyo Univ Sci, Dept Chem, Fac Sci, Shinjuku Ku, Tokyo 1628601, Japan
关键词
D O I
10.1021/ol062247s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We synthesized [2] rotaxanes by the reactions catalyzed by a macrocyclic Cu(I)-phenanthroline complex. The catalytic site was located inside the ring component so that the rotaxane could be selectively formed. A C-S bond-forming reaction and oxidative dimerization of alkyne was utilized for the efficient synthesis of a new series of [2] rotaxanes.
引用
收藏
页码:5133 / 5136
页数:4
相关论文
共 23 条
  • [1] Interlocked and intertwined structures and superstructures
    Amabilino, DB
    Stoddart, JF
    [J]. CHEMICAL REVIEWS, 1995, 95 (08) : 2725 - 2828
  • [2] Catalytic "click" rotaxanes:: A substoichiometric metal-template pathway to mechanically interlocked architectures
    Aucagne, V
    Hänni, KD
    Leigh, DA
    Lusby, PJ
    Walker, DB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (07) : 2186 - 2187
  • [3] A general method for the formation of aryl-sulfur bonds using copper(I) catalysts
    Bates, CG
    Gujadhur, RK
    Venkataraman, D
    [J]. ORGANIC LETTERS, 2002, 4 (16) : 2803 - 2806
  • [4] Requirement for an oxidant in Pd/Cu co-catalyzed terminal alkyne homocoupling give symmetrical 1,4-disubstituted 1,3-diynes
    Batsanov, AS
    Collings, JC
    Fairlamb, IJS
    Holland, JP
    Howard, JAK
    Lin, ZY
    Marder, TB
    Parsons, AC
    Ward, RM
    Zhu, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (02) : 703 - 706
  • [5] Dietrich-Buchecker C., 1999, MOL CATENANES ROTAXA
  • [6] TEMPLATE SYNTHESES
    HOSS, R
    VOGTLE, F
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (04): : 375 - 384
  • [7] Hübner GM, 1999, ANGEW CHEM INT EDIT, V38, P383, DOI 10.1002/(SICI)1521-3773(19990201)38:3<383::AID-ANIE383>3.0.CO
  • [8] 2-H
  • [9] Hübner GM, 2000, SYNTHESIS-STUTTGART, P103
  • [10] A new synthetic strategy towards molecules with mechanical bonds: Nonionic template synthesis of amide-linked catenanes and rotaxanes
    Jager, R
    Vogtle, F
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (09): : 930 - 944