title: Palladium-catalyzed direct C-H arylations of dioxythiophenes bearing reactive functional groups: a step-economical approach for functional π-conjugated oligoarenes.
abstract: A Pd-catalyzed single-step C-H arylation of dioxythiophene derivatives bearing unprotected reactive functional groups (-OH, -COOH, -N3) in a phosphine-free manner has been developed. Various dioxythiopene-based oligoarenes with extended π-conjugation are obtained with good yields (up to 90%). These oligoarenes display suitable optical properties (absorption and emission maxima, quantum yields) and contain reactive functional groups suitable for further conjugations with bioactive molecules. This new methodology is step economical (fewer synthetic steps) and environmentally friendly (no toxic metal-containing by-products) and the oligoarenes synthesized are potentially applicable for bio-labeling, bioimaging, and biosensing.
authors.affiliation: Responsive Organic Materials Laboratory, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan. bruceyu@gate.sinica.edu.tw.
authors.forename: Ching-Yuan
authors.initials: CY
authors.lastname: Liu
authors.forename: Hui
authors.initials: H
authors.lastname: Chong
authors.forename: Hsing-An
authors.initials: HA
authors.lastname: Lin
authors.forename: Yoshiro
authors.initials: Y
authors.lastname: Yamashita
authors.forename: Bin
authors.initials: B
authors.lastname: Zhang
authors.forename: Kuo-Wei
authors.initials: KW
authors.lastname: Huang
authors.forename: Daizuke
authors.initials: D
authors.lastname: Hashizume
authors.forename: Hsiao-Hua
authors.initials: HH
authors.lastname: Yu