Reversible synthesis of π-associated [2]catenanes by ring-closing metathesis:: towards dynamic combinatorial libraries of catenanes

被引：104

作者：

Hamilton, DG

Feeder, N

Teat, SJ

Sanders, JKM

机构：

[1] Univ Cambridge, Cambridge Ctr Mol Recognit, Chem Lab, Cambridge CB2 1EW, England

[2] CLRC, Daresbury Lab, Warrington WA4 4AD, Cheshire, England

来源：

NEW JOURNAL OF CHEMISTRY | 1998年 / 22卷 / 10期

关键词：

D O I：

10.1039/a805505j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ring-closing metathesis of aromatic diimides substituted with olefin-terminated alkyl chains in the presence of a dinaphtho crown ether affords neutral [2] catenanes. Templating pi-donor/pi-acceptor interactions are exploited to drive mechanical interlocking and favour production of the more thermodynamically stable catenane products. Structure proof was provided by single-crystal X-ray synchrotron diffraction of a representative catenane.

引用

页码：1019 / 1021

页数：3

共 21 条

[1] Interlocked and intertwined structures and superstructures
Amabilino, DB
Stoddart, JF
[J]. CHEMICAL REVIEWS, 1995, 95 (08) : 2725 - 2828
[2] KINETIC SELECTION IN THE TEMPLATE-DIRECTED SELF-ASSEMBLY OF [2]CATENANES
AMABILINO, DB
ASHTON, PR
PEREZGARCIA, L
STODDART, JF
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (21): : 2378 - 2380
[3] Thermodynamically-controlled cyclisation and interconversion of oligocholates: metal ion templated 'living' macrolactonisation
Brady, PA
Sanders, JKM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (21): : 3237 - 3253
[4] Efficient synthesis of a molecular knot by copper(I)-induced formation of the precursor followed by ruthenium(II)-catalysed ring closing metathesis
DietrichBuchecker, C
Rapenne, G
Sauvage, JP
[J]. CHEMICAL COMMUNICATIONS, 1997, (21) : 2053 - 2054
[5] QUANTITATIVE SELF-ASSEMBLY OF A [2]CATENANE FROM 2 PREFORMED MOLECULAR RINGS
FUJITA, M
IBUKURO, F
HAGIHARA, H
OGURA, K
[J]. NATURE, 1994, 367 (6465) : 720 - 723
[6] Tandem hetero-catenation: Templating and self-assembly in the mutual closure of two different interlocking rings
Hamilton, DG
Feeder, N
Prodi, L
Teat, SJ
Clegg, W
Sanders, JKM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (05) : 1096 - 1097
[7] Hamilton DG, 1998, CHEM-EUR J, V4, P608, DOI 10.1002/(SICI)1521-3765(19980416)4:4<608::AID-CHEM608>3.0.CO
[8] 2-C
[9] Co2(CO)6-induced deformation of alkynes as a reversible modulator of supramolecular interactions:: controlling the synthesis of catenanes
Hamilton, DG
Sanders, JKM
[J]. CHEMICAL COMMUNICATIONS, 1998, (16) : 1749 - 1750
[10] Self-assembly of tetra- and hexanuclear circular helicates
Hasenknopf, B
Lehn, JM
Boumediene, N
DupontGervais, A
VanDorsselaer, A
Kneisel, B
Fenske, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (45) : 10956 - 10962

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