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Issue 26, 2016
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Synthesis and regioselective functionalization of perhalogenated BODIPYs

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Abstract

Three perhalogenated BODIPYs (1b–3b), bearing chloro and bromo groups at all carbon positions, were synthesized and characterized. The reactivity of BODIPY 3b was investigated under Stille cross-coupling reactions, and single crystal X-ray analysis was used to confirm the regioselectivity of the reactions. Further substitution at the boron atom produced nona-functionalized BODIPYs 7a,b, which show 676 and 739 nm emissions with 91 and 100 nm Stokes shifts, respectively.

Graphical abstract: Synthesis and regioselective functionalization of perhalogenated BODIPYs

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Publication details

The article was received on 29 Apr 2016, accepted on 19 May 2016 and first published on 25 May 2016


Article type: Communication
DOI: 10.1039/C6OB00935B
Citation: Org. Biomol. Chem., 2016,14, 6184-6188
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    Synthesis and regioselective functionalization of perhalogenated BODIPYs

    N. Zhao, S. Xuan, B. Byrd, F. R. Fronczek, K. M. Smith and M. G. H. Vicente, Org. Biomol. Chem., 2016, 14, 6184
    DOI: 10.1039/C6OB00935B

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