title: Decarboxylative and dehydrative coupling of dienoic acids and pentadienyl alcohols to form 1,3,6,8-tetraenes.
abstract: Dienoic acids and pentadienyl alcohols are coupled in a decarboxylative and dehydrative manner at ambient temperature using Pd(0) catalysis to generate 1,3,6,8-tetraenes. Contrary to related decarboxylative coupling reactions, an anion-stabilizing group is not required adjacent to the carboxyl group. Of mechanistic importance, it appears that both the diene of the acid and the diene of the alcohol are required for this reaction. To further understand this reaction, substitutions at every unique position of both coupling partners was examined and two potential mechanisms are presented.
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Ghina'a I Abu
authors.initials: GIA
authors.lastname: Deiab
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Mohammed H
authors.initials: MH
authors.lastname: Al-Huniti
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: I F Dempsey
authors.initials: IFD
authors.lastname: Hyatt
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Emma E
authors.initials: EE
authors.lastname: Nagy
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Kristen E
authors.initials: KE
authors.lastname: Gettys
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Sommayah S
authors.initials: SS
authors.lastname: Sayed
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Christine M
authors.initials: CM
authors.lastname: Joliat
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Paige E
authors.initials: PE
authors.lastname: Daniel
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Rupa M
authors.initials: RM
authors.lastname: Vummalaneni
authors.affiliation: Department of Chemistry, East Carolina University, Greenville, NC 27858, USA.
authors.forename: Andrew T
authors.initials: AT
authors.lastname: Morehead
authors.affiliation: Department of Chemistry, East Carolina University, Greenville, NC 27858, USA.
authors.forename: Andrew L
authors.initials: AL
authors.lastname: Sargent
authors.affiliation: Department of Chemistry and Biochemistry, University of North Carolina at Greensboro, Greensboro, NC 27402, USA.
authors.forename: Mitchell P
authors.initials: MP
authors.lastname: Croatt
keywords: decarboxylation; diene; dienoate; palladium; pentadienyl; tetraene