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Org Lett. 2006 Aug 03;8(16):3493-6. doi: 10.1021/ol061171x.

Near-infrared sensing properties of dimethlyamino-substituted BF2-azadipyrromethenes.

Organic letters

Shane O McDonnell, Donal F O'Shea

Affiliations

  1. Centre for Synthesis and Chemical Biology, Conway Institute, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland.

PMID: 16869643 DOI: 10.1021/ol061171x

Abstract

[reaction: see text] The synthesis and sensing characteristics of a new class of organic colorimetric and fluorometric chemosensor which operates in the 850-650 nm spectral region is outlined. Judicious placing of amine substituents on the BF2-chelated tetraarylazadipyrromethene chromophore generates a triple absorption and emission responsive sensor. Dramatic pH responsive absorption and fluorescence changes can be observed across a broad acidity range, from pH 5 to 6 M HCl, in conjunction with a visible colorimetric change from red to purple to blue.

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