title: Synthesis of end-capped regioregular poly(3-hexylthiophene)s via direct arylation.
abstract: The synthesis of regioregular head-to-tail poly(3-hexylthiophene)s capped with aryl groups (Ar-HT-P3HTs) has been accomplished by palladium-catalyzed polycondensation of 2-bromo-3-hexylthiophene (1) via direct arylation. A variety of aryl groups are installed at the initiated end in 86%-98% selectivity using aryl bromides and iodides as capping agents. The polymerization proceeds via a two-stage process. Before monomer 1 is consumed, the competitive formation of end-capped and non-capped HT-P3HTs is operative, where the molecular weight increases linearly with monomer conversion. After 1 is consumed, the resulting polymers are coupled with each other to afford highly end-capped HT-P3HTs.
authors.affiliation: International Center for Elements Science, Institute for Chemical Research, Kyoto University, Uji, Japan.
authors.forename: Qifeng
authors.initials: Q
authors.lastname: Wang
authors.forename: Masayuki
authors.initials: M
authors.lastname: Wakioka
authors.forename: Fumiyuki
authors.initials: F
authors.lastname: Ozawa
mesh_terms: D001965:Bromides / Q000737:chemistry; D015394:Molecular Structure; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry*
chemical_list: C553822:2-bromo-3-hexylthiophene; D001965:Bromides; D011108:Polymers; D013876:Thiophenes