Issue 36, 2014

Axially chiral BODIPYs


The synthesis and resolution of a class of chiral organic fluorophores, axially chiral 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (Ax*-BODIPY), is described. Ax*-BODIPYs were prepared through a modular synthesis combined with a late stage Heck functionalisation. Resolution was achieved by preparative chiral HPLC. Absolute stereochemical assignment was performed by comparison of experimental ECD spectra with TD-DFT calculations.

Graphical abstract: Axially chiral BODIPYs

Supplementary files

Article information

Article type
31 Jan 2014
18 Mar 2014
First published
19 Mar 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 4714-4716

Author version available

Axially chiral BODIPYs

R. I. Lerrick, T. P. L. Winstanley, K. Haggerty, C. Wills, W. Clegg, R. W. Harrington, P. Bultinck, W. Herrebout, A. C. Benniston and M. J. Hall, Chem. Commun., 2014, 50, 4714 DOI: 10.1039/C4CC00851K

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