Article ID Journal Published Year Pages File Type
5272334 Tetrahedron Letters 2009 5 Pages PDF
Abstract

Several Bodipy dyes were synthesized with various substituents designed to improve the water solubility. Among the different synthetic strategies protection of sulfonate groups by pyrrole of indopyrrole appears efficient but the deprotection step does not offer viable routes. Conversion of the bromopyrene or iodo Bodipy compounds to sulfobetaine derivatives is feasible either by cross-coupling directly the ethynylsulfobetaine or by first cross-coupling 1-(N,N-dimethylamino)-prop-2-yne followed by quaternization of the dimethylamino residue with 1,3-propanesultone. Some of these dyes (Bodipy’s and pyrene) are reasonably soluble in water and remain highly fluorescent in polar solvents and water.

Graphical abstractWater-soluble pyrene and boron dipyrromethene dyes have been engineered and their fluorescence properties investigated.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry