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A new cryptand: synthesis and complexation with paraquat

A new cryptand: synthesis and complexation with paraquat

Organic Letters 1(7): 1001-1004

[formula: see text] Inspired by folded, nonpseudorotaxane complexes of bis(m-phenylene)-32-crown-10 systems, we synthesized a new bicyclic crown ether containing two 1,3,5-phenylene units linked by three tetra(ethyleneoxy) units. The new cryptand forms a "pseudorotaxane-like" inclusion complex with N,N'-dimethyl-4,4'-bipyridinium bis(hexafluorophosphate) with association constant Ka = 6.1 x 10(4) M-1, 100-fold greater than that of an analogous simple crown ether.

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Accession: 045079752

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PMID: 10825952

DOI: 10.1021/ol0055317

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