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Issue 36, 2014
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Axially chiral BODIPYs

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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

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Article information

31 Jan 2014
18 Mar 2014
First published
19 Mar 2014

This article is Open Access

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