title: Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of didodecyl[1]benzothieno[3,2-b][1]benzothiophenes.
abstract: The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1]benzothiophenes were formed in overall yields of 5-32%.
authors.affiliation: Laboratoire de Chimie des Polymères CP 206/01, Faculté des Sciences, Université Libre de Bruxelles, Boulevard du Triomphe, 1050 Brussels, Belgium.
authors.forename: Christian
authors.initials: C
authors.lastname: Ruzié
authors.forename: Jolanta
authors.initials: J
authors.lastname: Karpinska
authors.forename: Alan R
authors.initials: AR
authors.lastname: Kennedy
authors.forename: Yves H
authors.initials: YH
authors.lastname: Geerts
mesh_terms: D015394:Molecular Structure; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D013267:Stilbenes; D013876:Thiophenes