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Enantioselective Discrimination in the Self-Assembly of [2]Pseudorotaxanes

✍ Scribed by Masumi Asakawa; Henk M. Janssen; E. W. Meijer; Dario Pasini; J. Fraser Stoddart

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
394 KB
Volume
1998
Category
Article
ISSN
1434-193X

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✦ Synopsis

The combination of (i) an optically active, axially chiral πelectron-deficient tetracationic cyclophane derivative of cyclobis(paraquat-p-phenylene), in which both of the pphenylene spacers have been replaced by axially-chiral 3,3Јdisubstituted binaphthol spacers, and (ii) enantiomeric, πelectron-rich substrates, in which a hydroquinone ring is inserted into the polyether backbone terminated by carboxyl groups and substituted in a C 2 -symmetric manner by two methyl groups, thus creating two equivalent chiral centers in the substrate, produces in solution 1:1 complexes in which the π-electron-rich substrates are inserted into the πelectron-deficient cavities of the cyclophanes in a pseudorotaxane-like manner. The differences in the free energies of complexation for (RR) and (SS) enantiomers of

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