title: 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.
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 "Organométalliques, Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France ; Département de Chimie, UMMTO, University, BP 17 RP, 15000 Tizi-Ouzou, Algeria.
authors.forename: Fatiha
authors.initials: F
authors.lastname: Abdelmalek
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 "Organométalliques, Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France ; Département de Chimie, UMMTO, University, BP 17 RP, 15000 Tizi-Ouzou, Algeria ; Laboratoire d'hydrométallurgie et chimie inorganique moléculaire, Faculté de Chimie, U.S.T.H.B. Bab-Ezzouar, Algeria.
authors.forename: Fazia
authors.initials: F
authors.lastname: Derridj
authors.affiliation: Laboratoire d'hydrométallurgie et chimie inorganique moléculaire, Faculté de Chimie, U.S.T.H.B. Bab-Ezzouar, Algeria.
authors.forename: Safia
authors.initials: S
authors.lastname: Djebbar
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 "Organométalliques, Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France.
authors.forename: Jean-François
authors.initials: JF
authors.lastname: Soulé
authors.affiliation: Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1 "Organométalliques, Matériaux et Catalyse", Campus de Beaulieu, 35042 Rennes, France.
authors.forename: Henri
authors.initials: H
authors.lastname: Doucet
keywords: C–H bond arylations; catalysis; desulfitative; fluorine; palladium