1,3-Indane-Based Chromogenic Calixpyrroles with Push−Pull Chromophores:  Synthesis and Anion Sensing

Knoevenagel condensation of 2-formyl-octamethylcalix[4]pyrrole with selected 1,3-indanedione derivatives yields calix[4]pyrrole anion sensors with push−pull chromophores displaying strong intramolecular charge transfer. The push−pull feature results in augmented signal output as well as in dramatic...

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Bibliographic Details
Published in:Organic letters 2006-02, Vol.8 (3), p.359-362
Main Authors: Nishiyabu, Ryuhei, Anzenbacher, Pavel
Format: Article
Language:English
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Summary:Knoevenagel condensation of 2-formyl-octamethylcalix[4]pyrrole with selected 1,3-indanedione derivatives yields calix[4]pyrrole anion sensors with push−pull chromophores displaying strong intramolecular charge transfer. The push−pull feature results in augmented signal output as well as in dramatic changes in anion selectivity exemplified by a 50-fold increase in acetate vs chloride selectivity compared to the parent calix[4]pyrrole.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0521782