Issue 2, 2013

Pyridone fused boron-dipyrromethenes: synthesis and properties

Abstract

In this paper a general procedure for the introduction of pyridone moiety was developed, using a Friedländer reaction, for post-modification of ready-made BODIPY core, from which three pyridone-fused BODIPYs 1, 2 and 3 were generated. This method is complementary to the classical method for obtaining aromatic ring-fused BODIPYs, which begins with the condensation of the corresponding aromatic ring-fused pyrroles. These pyridone-fused BODIPYs are distinctive, possessing favorable photophysical characteristics with strong absorption, high bright orange fluorescence and easy reduction due to the electron-withdrawing effect of the fused pyridone moiety. More important, these BODIPYs bear reactive functions which are applicable in proteins labeling by bioorthogonal chemical reactions.

Graphical abstract: Pyridone fused boron-dipyrromethenes: synthesis and properties

Supplementary files

Article information

Article type
Paper
Submitted
12 Sep 2012
Accepted
31 Oct 2012
First published
01 Nov 2012

Org. Biomol. Chem., 2013,11, 372-377

Pyridone fused boron-dipyrromethenes: synthesis and properties

C. Zhao, J. Zhang, X. Wang and Y. Zhang, Org. Biomol. Chem., 2013, 11, 372 DOI: 10.1039/C2OB26791H

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