title: Aromatic-amide-derived olefins as a springboard: isomerization-initiated palladium-catalyzed hydrogenation of olefins and reductive decarbonylation of acyl chlorides with hydrosilane.
abstract: A highly efficient catalytic protocol for the isomerization of substituted amide-derived olefins is presented that successfully uses a hydride palladium catalyst system generated from [PdCl(2)(PPh(3))(2)] and HSi(OEt)(3). The Z to E isomerization was carried out smoothly and resulted in geometrically pure substituted olefins. Apart from the cis-trans isomerization of double bonds, the selective reduction of terminal olefins and activated alkenes was performed with excellent functional group tolerance in the presence of an amide-derived olefin ligand, and the products were obtained in high isolated yields (up to >99 %). Furthermore, the palladium/hydrosilane system was able to promote the reductive decarbonylation of benzoyl chloride when a (Z)-olefin with an aromatic amide moiety was used as a ligand.
authors.affiliation: Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, PR China.
authors.forename: Xing-Feng
authors.initials: XF
authors.lastname: Bai
authors.forename: Li-Wen
authors.initials: LW
authors.lastname: Xu
authors.forename: Long-Sheng
authors.initials: LS
authors.lastname: Zheng
authors.forename: Jian-Xiong
authors.initials: JX
authors.lastname: Jiang
authors.forename: Guo-Qiao
authors.initials: GQ
authors.lastname: Lai
authors.forename: Jun-Yan
authors.initials: JY
authors.lastname: Shang