A new protocol for rotaxane synthesis

被引:45
作者
Cantrill, SJ
Fulton, DA
Fyfe, MCT
Stoddart, JF [1 ]
White, AJP
Williams, DJ
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England
关键词
rotaxanes; self-assembly; synthetic methods; template synthesis;
D O I
10.1016/S0040-4039(99)00555-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel [2]rotaxane was synthesized when an aniline-bearing [2]pseudorotaxane-generated by the hydrogen bond-driven threading of a dibenzylammonium filament through the cavity of the macrocyclic polyether dibenzo[24]crown-8-was stoppered via reaction with a bulky isocyanate. Complete characterization of the [2]rotaxane was accomplished by NMR spectroscopy, mass spectrometry and X-ray crystallography. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3669 / 3672
页数:4
相关论文
共 39 条
[1]   Interlocked and intertwined structures and superstructures [J].
Amabilino, DB ;
Stoddart, JF .
CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828
[2]   An approach to insulated molecular wires: synthesis of water-soluble conjugated rotaxanes [J].
Anderson, S ;
Aplin, RT ;
Claridge, TDW ;
Goodson, T ;
Maciel, AC ;
Rumbles, G ;
Ryan, JF ;
Anderson, HL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (15) :2383-2397
[3]  
Ashton PR, 1998, ANGEW CHEM INT EDIT, V37, P1294, DOI 10.1002/(SICI)1521-3773(19980518)37:9<1294::AID-ANIE1294>3.0.CO
[4]  
2-F
[5]   Acid-base controllable molecular shuttles [J].
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 .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (46) :11932-11942
[6]   Self-assembly, spectroscopic, and electrochemical properties of [n]rotaxanes [J].
Ashton, PR ;
Ballardini, R ;
Balzani, V ;
Belohradsky, M ;
Gandolfi, MT ;
Philp, D ;
Prodi, L ;
Raymo, FM ;
Reddington, MV ;
Spencer, N ;
Stoddart, JF ;
Venturi, M ;
Williams, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) :4931-4951
[7]   Pseudorotaxanes formed between secondary dialkylammonium salts and crown ethers [J].
Ashton, PR ;
Chrystal, EJT ;
Glink, PT ;
Menzer, S ;
Schiavo, C ;
Spencer, N ;
Stoddart, JF ;
Tasker, PA ;
White, AJP ;
Williams, DJ .
CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (06) :709-728
[8]   Hammett correlations 'beyond the molecule' [J].
Ashton, PR ;
Fyfe, MCT ;
Hickingbottom, SK ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (10) :2117-2128
[9]  
Ashton PR, 1996, CHEM-EUR J, V2, P729
[10]   Molecular meccano, part 24. Multiply stranded and multiply encircled pseudorotaxanes [J].
Ashton, PR ;
Fyfe, MCT ;
Glink, PT ;
Menzer, S ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12514-12524