Rotaxanes and catenanes as prototypes of molecular machines and motors

被引:105
作者
Dietrich-Buchecker, C [1 ]
Jimenez-Molero, MC [1 ]
Sartor, V [1 ]
Sauvage, JP [1 ]
机构
[1] Univ Strasbourg, Fac Chim, Lab Chim Organominerale, CNRS,UMR 7513, F-67070 Strasbourg, France
关键词
D O I
10.1351/pac200375101383
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the course of the last 20 years, our view on rotaxanes and catenanes has completely changed. Copper(I)-templated strategies, in particular, have allowed us to prepare catenanes on a real preparative scale, in a few chemical steps from commercially available compounds. A particularly significant improvement was the introduction of the recently developed ring-closing metathesis reaction, using Grubbs catalyst. The dynamic properties of rotaxanes and catenanes has been exploited to construct molecular systems for which one component can be set in motion under the action of an external signal, while the other components can be considered as motionless (artificial molecular "machines" and "motors"). A particularly representative example is that of a rotaxane dimer, whose overall length can be controlled chemically: A metal exchange reaction (Cu-I/Zn-II) triggers a reversible contraction/stretching process of the same molecular assembly, in a way reminiscent of the functioning of biological muscles.
引用
收藏
页码:1383 / 1393
页数:11
相关论文
共 44 条
[1]   Interlocked and intertwined structures and superstructures [J].
Amabilino, DB ;
Stoddart, JF .
CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828
[2]  
ARNAUDNEU F, 1988, NEW J CHEM, V12, P15
[3]  
Ashton P.R., 1989, Angew. Chem, V101, P1404
[4]  
Balzani V, 2000, ANGEW CHEM INT EDIT, V39, P3348, DOI 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO
[5]  
2-X
[6]   Molecular machines [J].
Balzani, V ;
Gómez-López, M ;
Stoddart, JF .
ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (07) :405-414
[7]   Carbon nanotube actuators [J].
Baughman, RH ;
Cui, CX ;
Zakhidov, AA ;
Iqbal, Z ;
Barisci, JN ;
Spinks, GM ;
Wallace, GG ;
Mazzoldi, A ;
De Rossi, D ;
Rinzler, AG ;
Jaschinski, O ;
Roth, S ;
Kertesz, M .
SCIENCE, 1999, 284 (5418) :1340-1344
[8]   A CHEMICALLY AND ELECTROCHEMICALLY SWITCHABLE MOLECULAR SHUTTLE [J].
BISSELL, RA ;
CORDOVA, E ;
KAIFER, AE ;
STODDART, JF .
NATURE, 1994, 369 (6476) :133-137
[9]   Rotaxanes as new architectures for photoinduced electron transfer and molecular motions [J].
Blanco, MJ ;
Jiménez, MC ;
Chambron, JC ;
Heitz, V ;
Linke, M ;
Sauvage, JP .
CHEMICAL SOCIETY REVIEWS, 1999, 28 (05) :293-305
[10]   MOLECULAR-STRUCTURE OF A CATENAND AND ITS COPPER(I) CATENATE - COMPLETE REARRANGEMENT OF THE INTERLOCKED MACROCYCLIC LIGANDS BY COMPLEXATION [J].
CESARIO, M ;
DIETRICHBUCHECKER, CO ;
GUILHEM, J ;
PASCARD, C ;
SAUVAGE, JP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (05) :244-247