Hydrogen-bond rigidified BODIPY dyes

Boron difluoride adducts of diamidodipyrromethenes have been synthesized and characterized. The compounds represent a new group of the BODIPY family of fluorescent dyes. X-ray crystallography and solution (19)F NMR experiments show that a persistent hydrogen bond is formed between the boron-bound fl...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2010-01, Vol.39 (3), p.957-962
Main Authors: Jacobsen, Jennifer A, Stork, Jay R, Magde, Douglas, Cohen, Seth M
Format: Article
Language:English
Subjects:
Boron Compounds - chemistry
Crystallography, X-Ray
Fluorescent Dyes - chemistry
Hydrogen Bonding
Solubility
Spectrum Analysis
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Summary:Boron difluoride adducts of diamidodipyrromethenes have been synthesized and characterized. The compounds represent a new group of the BODIPY family of fluorescent dyes. X-ray crystallography and solution (19)F NMR experiments show that a persistent hydrogen bond is formed between the boron-bound fluoride groups and the peripheral amide substituents. The modular synthesis of these compounds and their robust photophysical properties suggest that they may be useful compounds for materials and biological photochemical applications.
ISSN:1477-9226
1477-9234
DOI:10.1039/b921772j