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Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations

Abstract : We report herein a two or three step synthesis of fluorinated π-conjugated oligomers through iterative C-H bond arylations. Palladium-catalyzed desulfitative arylation of heteroarenes allowed in a first step the synthesis of fluoroaryl-heteroarene units in high yields. Then, the next steps involve direct arylation with aryl bromides catalyzed by PdCl(C3H5)(dppb) to afford triad or tetrad heteroaromatic compounds via regioselective activation of C(sp(2))-H bonds
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01254821
Contributor : Laurent Jonchère <>
Submitted on : Tuesday, January 12, 2016 - 4:47:43 PM
Last modification on : Friday, July 10, 2020 - 4:01:05 PM

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Fatiha Abdelmalek, Fazia Derridj, Safia Djebbar, Jean-François Soulé, Henri Doucet. Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations. Beilstein Journal of Organic Chemistry, Beilstein-Institut, 2015, 11, pp.2012--2020. ⟨10.3762/bjoc.11.218⟩. ⟨hal-01254821⟩

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