title: Synthesis of a 2,2'-bipyridyl functionalized oligovinylene-phenylene using Heck and Horner-Wadsworth-Emmons reactions and X-ray crystal structure of E-(4-(4-bromostyryl)phenyl)(methyl)sulfane.
abstract: The synthesis of a new 2,2'-bipyridyl functionalized oligovinylenephenylene (OVP-5) containing a methyl protected thiol using Heck coupling and the Horner-Wadsworth-Emmons reaction and is described. A key step involving a diisopropylcarbodiimide promoted dehydration of a stable β-hydroxyphosphonate intermediate was identified. The structure of precursor E-(4-(4-bromostyryl)phenyl)(methyl)sulfane was determined using X-ray crystallography.
authors.affiliation: Chemistry Department, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.
authors.forename: Orsolya
authors.initials: O
authors.lastname: Karácsony
authors.forename: Jeffrey R
authors.initials: JR
authors.lastname: Deschamps
authors.forename: Scott A
authors.initials: SA
authors.lastname: Trammell
authors.forename: Rafaela
authors.initials: R
authors.lastname: Nita
authors.forename: D Andrew
authors.initials: DA
authors.lastname: Knight
mesh_terms: D015082:2,2'-Dipyridyl / Q000737:chemistry*; D018360:Crystallography, X-Ray; D015394:Molecular Structure; D013343:Styrenes / Q000737:chemistry*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: C575011:E-(4-(4-bromostyryl)phenyl)(methyl)sulfane; D013343:Styrenes; D014753:Vinyl Compounds; D015082:2,2'-Dipyridyl