title: Synthesis of π-conjugated polymer consisting of pyrrole and fluorene units by Ru-catalyzed site-selective direct arylation polycondensation.
abstract: Polycondensation of 1-(2-pyrimidinyl)pyrrole with 2,7-dibromo-9,9-dioctylfluorene via Ru-catalyzed direct arylation gives the corresponding conjugated polymer with a molecular weight of 19 800 in 86% yield. The introduction of directing group, 2-pyrimidinyl substituent, into the pyrrole monomer induces ortho-metalation and provides the site-selective direct arylation polycondensation at the α-position of pyrrole unit without the protection of β-position. The removal of 2-pyrimidinyl substituent on the pyrrole unit proceeds efficiently and results in the enhancement of coplanarity along the main chain of the polymer.
authors.affiliation: Tsukuba Research Center for Interdisciplinary Materials Science TIMS, Graduate School of Pure and Applied Science, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8573, Japan.
authors.forename: Wei
authors.initials: W
authors.lastname: Lu
authors.forename: Junpei
authors.initials: J
authors.lastname: Kuwabara
authors.forename: Takaki
authors.initials: T
authors.lastname: Kanbara
mesh_terms: D002384:Catalysis; D005449:Fluorenes / Q000737:chemistry*; D055772:Green Chemistry Technology; D015394:Molecular Structure; D008970:Molecular Weight; D058105:Polymerization; D011758:Pyrroles / Q000737:chemistry*; D017975:Ruthenium Compounds / Q000737:chemistry*
chemical_list: D005449:Fluorenes; D011758:Pyrroles; D017975:Ruthenium Compounds
keywords: 1-(2-pyrimidinyl)pyrrole; Ru-catalyst; directing group; polycondensation; site-selective direct arylation