Issue 12, 2015

Gold-catalyzed allene cycloisomerization for pyrrole synthesis: towards highly fluorinated BODIPY dyes

Abstract

A novel synthetic strategy toward highly fluorinated BODIPY dyes with exceptional photostabilities relying on sustainable gold catalysis has been developed. A key to the tailored pyrrole precursors is the gold catalysis performed in ionic liquids as the reaction medium, allowing a facile recycling of the catalysts. The dyes prepared are well-matching with the spectral windows of popular rhodamine dyes and possess high brightness while showing a distinctly higher photostability than the rhodamines especially in aprotic solvents.

Graphical abstract: Gold-catalyzed allene cycloisomerization for pyrrole synthesis: towards highly fluorinated BODIPY dyes

Supplementary files

Article information

Article type
Paper
Submitted
26 Dec 2014
Accepted
05 Feb 2015
First published
05 Feb 2015
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2015,13, 3787-3791

Gold-catalyzed allene cycloisomerization for pyrrole synthesis: towards highly fluorinated BODIPY dyes

L. Lempke, T. Fischer, J. Bell, W. Kraus, K. Rurack and N. Krause, Org. Biomol. Chem., 2015, 13, 3787 DOI: 10.1039/C4OB02671C

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