“Supramolecular Circuitry”: Three Chemiluminescent, Cucurbit[7]uril-Controlled On/Off Switches

Three Cucurbit[7]uril-controlled chemiluminescent on/off switches based on the lucigenin motif have been synthesized. Light emission is triggered upon addition of sodium peroxide, interrupted or dimmed in the presence of Cucurbit[7]uril, and restored upon injection of a competitive guest. The proces...

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Bibliographic Details
Published in:Organic letters 2011-08, Vol.13 (15), p.3872-3875
Main Authors: Masson, Eric, Shaker, Yasser M, Masson, Jean-Pierre, Kordesch, Martin E, Yuwono, Citra
Format: Article
Language:English
Subjects:
Bridged-Ring Compounds - chemistry
Fluorescent Dyes - chemistry
Imidazoles - chemistry
Models, Molecular
Molecular Structure
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Summary:Three Cucurbit[7]uril-controlled chemiluminescent on/off switches based on the lucigenin motif have been synthesized. Light emission is triggered upon addition of sodium peroxide, interrupted or dimmed in the presence of Cucurbit[7]uril, and restored upon injection of a competitive guest. The process, which can be mimicked by a simple resistor-capacitor circuit, is rationalized by examining the role of the macrocyclic host on the network of equilibria involved in the chemiluminescent process.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol201403m