Multiple Catenanes Derived from Calix[4]arenes

A multicatenane is described in which two belts consisting of four annelated rings attached to the wide rims of two calix[4]arenes are interwoven in such a way that each ring of one belt penetrates two adjacent rings of the other belt and vice versa. The key step of the synthesis of this [8]catenane...

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Bibliographic Details
Published in:Science (American Association for the Advancement of Science) 2004-05, Vol.304 (5675), p.1312-1314
Main Authors: Wang, Leyong, Vysotsky, Myroslav O., Bogdan, Anca, Bolte, Michael, Böhmer, Volker
Format: Article
Language:English
Subjects:
Calixarenes
Catenanes
Chemical reactions
Chemistry
Dimers
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms
Hydrogen bonds
Information Storage
Mathematical rings
Molecules
NMR
Nuclear magnetic resonance
Organic chemistry
Preparations and properties
Protons
Rotaxanes
Solvents
Spectrum analysis
Topology
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Summary:A multicatenane is described in which two belts consisting of four annelated rings attached to the wide rims of two calix[4]arenes are interwoven in such a way that each ring of one belt penetrates two adjacent rings of the other belt and vice versa. The key step of the synthesis of this [8]catenane is the exclusive formation of preorganized heterodimers between a multimacrocyclic tetraurea calix[4]arene and an "open-chain" tetraurea calix[4]arene containing eight ω-alkenyl groups. When a tetraurea calix[4]arene containing four alkenyl groups is used, a bis-[3]catenane is formed analogously.
ISSN:0036-8075
1095-9203
DOI:10.1126/science.1096688