title: A novel "double-coupling" strategy for iterative oligothiophene synthesis using orthogonal Si/Ge protection.
abstract: [reaction: see text] A new iterative synthesis of regioregular oligothiophenes has been developed in which "double-coupling" after each iteration minimizes deletion sequences. The method exploits the susceptibility of alpha-silyl- but not alpha-germyl-substituted thiophene derivatives toward nucleophilic ipso-protodemetalation and features an unusual "base-free" Suzuki-type cross-coupling protocol. The strategy has been designed for the solid-phase synthesis of high purity oligothiophenes using a germanium-based linker.
authors.affiliation: Department of Chemistry, University of Sheffield, Brook Hill, Sheffield S3 7HF, UK. a.c.spivey@sheffield.ac.uk
authors.forename: Alan C
authors.initials: AC
authors.lastname: Spivey
authors.forename: David J
authors.initials: DJ
authors.lastname: Turner
authors.forename: Michael L
authors.initials: ML
authors.lastname: Turner
authors.forename: Stephen
authors.initials: S
authors.lastname: Yeates