title: Postsynthetic modification of peptoids via the Suzuki-Miyaura cross-coupling reaction.
abstract: We developed a new method for modifying the side chains of peptoids on a solid phase resin, employing the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. Optimized conditions using Pd(PPh3 )4 and K2 CO3 in the presence of Buchwald's SPhos ligand provided a high conversion in the coupling reaction. The usefulness of this method was demonstrated by synthesis of a two pyrene-conjugated peptoid helix, which exhibited an interesting excimer formation.
authors.affiliation: Department of Chemistry, Gwangju Institute of Science and Technology, Gwangju, 500-712, South Korea.
authors.forename: Ho Yeon
authors.initials: HY
authors.lastname: Nam
authors.affiliation: Department of Chemistry, Gwangju Institute of Science and Technology, Gwangju, 500-712, South Korea.|Division of Liberal Arts and Sciences, Gwangju Institute of Science and Technology, Gwangju, 500-712, South Korea.
authors.forename: Jiwon
authors.initials: J
authors.lastname: Seo
mesh_terms: D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D010165:Palladium / Q000737:chemistry; D034444:Peptoids / Q000737:chemistry*; D013057:Spectrum Analysis
chemical_list: D034444:Peptoids; D010165:Palladium
keywords: Suzuki-Miyaura cross-coupling; excimer; peptoid; postsynthetic modification; pyrene