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Synthesis and regioselective functionalization of perhalogenated BODIPYs.

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.

SUBMITTER: Zhao N 

PROVIDER: S-EPMC4927422 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature

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Synthesis and regioselective functionalization of perhalogenated BODIPYs.

Zhao Ning N   Xuan Sunting S   Byrd Brandon B   Fronczek Frank R FR   Smith Kevin M KM   Vicente M Graça H MG  

Organic & biomolecular chemistry 20160602 26

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. ...[more]

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