title: Synthesis of highly soluble and oxidatively stable tetraceno[2,3-b]thiophenes and pentacenes.
abstract: A comparative study of suitably functionalized, highly soluble tetraceno[2,3-b]thiophenes (1-3) and pentacenes (4-6) that show higher photoxidative stability than that of unfunctionalized corresponding acenes is reported. The absorption and emission of 1-3 (Amax = 624-656 nm, lambda max = 634-672 nm, PhiF approximately 10%) and 4-6 (Amax = 672-704 nm, lambda max = 682-718 nm, PhiF approximately 10%) were found to be systematically red-shifted by the substitution in the order of the tert-butylethynyl < triisopropylsilylethynyl < phenylethynyl groups. The oxidation potentials of these compounds were similar (E1/2 approximately 0.70 V), except for 4, which showed lower oxidation potential (E1/2 approximately 0.63 V).
authors.affiliation: Center for Photochemical Sciences, Bowling Green State University, Bowling Green, Ohio 43403, USA.
authors.forename: Sujeewa S
authors.initials: SS
authors.lastname: Palayangoda
authors.forename: Rajib
authors.initials: R
authors.lastname: Mondal
authors.forename: Bipin K
authors.initials: BK
authors.lastname: Shah
authors.forename: Douglas C
authors.initials: DC
authors.lastname: Neckers