Nonstoichiometric Direct Arylation Polymerization of Octafluorobiphenyl with 2,7‐Diiodofluorene for Regulating CH Terminals of <i>π</i>‐Conjugated Polymer
Lisa Takimoto, Taiki Goto, Junhui Chen, Junpei Kuwabara, Takaki Kanbara
Abstract
Nonstoichiometric direct arylation polycondensation of 2,2',3,3',5,5',6,6'-octafluorobiphenyl with excess of 2,7-diiodo-9,9-dioctyl-9H-fluorene is demonstrated. Pd/Ag dual-catalyst system under water/2-methyltetrahydrofuran biphasic conditions enables direct arylation under mild conditions and promotes the intramolecular transfer of a Pd catalyst walking through the fluorene moiety. The nonstoichiometric direct arylation polycondensation under the optimized reaction conditions produces the corresponding π-conjugated polymer with a high molecular weight and terminal octafluorobiphenyl units at both ends.
Topics & Concepts
FluoreneCondensation polymerConjugated systemMoietyPolymer chemistryPolymerCatalysisPolymerizationIntramolecular forceChemistryMaterials sciencePhotochemistryOrganic chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysis