Synthesis and regioselective functionalization of perhalogenated BODIPYs

N Zhao, S Xuan, B Byrd, FR Fronczek… - Organic & …, 2016 - pubs.rsc.org
Organic & biomolecular chemistry, 2016pubs.rsc.org
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.
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.
The Royal Society of Chemistry
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