title: Efficient pseudo-five-component coupling-Fiesselmann synthesis of luminescent oligothiophenes and their modification.
abstract: (Hetero)aryl bis-acid chlorides and terminal alkynes, or likewise acid chlorides and terminal dialkynes, and ethyl 2-mercaptoacetate can be reacted to give highly luminescent symmetrical terthiophenes and quinquethiophenes in the sense of a consecutive pseudo-five-component reaction in good to excellent yields. Further functionalization of the obtained oligomers can be readily achieved by halogenation followed by a metal-catalyzed coupling reaction to give α,ω-diester substrates for subsequent transformations into highly functionalized materials.
authors.affiliation: Lehrstuhl für Organische Chemie, Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany.
authors.forename: Marco
authors.initials: M
authors.lastname: Teiber
authors.forename: Sönke
authors.initials: S
authors.lastname: Giebeler
authors.forename: Timo
authors.initials: T
authors.lastname: Lessing
authors.forename: Thomas J J
authors.initials: TJ
authors.lastname: Müller
mesh_terms: D002384:Catalysis; D003500:Cyclization; D049408:Luminescent Agents / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D049408:Luminescent Agents; D013876:Thiophenes; D010165:Palladium