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  • Title: Benzo[1,2-d:4,5-d']bisimidazoles as a convenient platform towards dyes that are capable of excited-state intramolecular proton transfer and of two-photon absorption.
    Author: Tasior M, Hugues V, Blanchard-Desce M, Gryko DT.
    Journal: Chem Asian J; 2012 Nov; 7(11):2656-61. PubMed ID: 22927343.
    Abstract:
    New, strongly fluorescent benzo[1,2-d:4,5-d']bisimidazoles have been prepared by the reaction of Bandrowski's base with various aldehydes. Their structures were carefully designed to achieve efficient excited-state intramolecular proton transfer and good two-photon-absorption (2PA) cross-sections. Functional dyes that possessed both high fluorescence quantum yields and large Stokes shifts were prepared. A π-expanded D-A-D derivative that possessed Φ(fl)=50 % and σ(2)=230 GM in the spectroscopic area of interest for biological imaging is an excellent candidate as a fluorescent probe. Thanks to the presence of two reactive amino groups, such compounds can be easily transformed into probes for bioconjugation. All of these benzo[1,2-d:4,5-d']bisimidazoles were also strongly fluorescent in the solid state.
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