title: Cross-coupling of aryl-bromide and porphyrin-bromide on an Au(111) surface.
abstract: Cross-coupling is of great importance in organic synthesis. Here it is demonstrated that cross-coupling of aryl-bromide and porphyrin-bromide takes place on a Au(111) surface in vacuo. The products are oligomers consisting of porphyrin moieties linked by p-phenylene at porphyrin's meso-positions. The ratio of the cross-coupled versus homocoupled bonds can be regulated by the reactant concentrations. Kinetic Monte Carlo simulations were applied to determine the activation barrier. It is expected that this reaction can be employed in other aryl-bromide precursors for designing alternating co-polymers incorporating porphyrin and other functional moieties.
authors.affiliation: Department of Physics, The Hong Kong University of Science and Technology, Clear Water Bay (Hong Kong).
authors.forename: Guowen
authors.initials: G
authors.lastname: Kuang
authors.affiliation: Department of Physics, The Hong Kong University of Science and Technology, Clear Water Bay (Hong Kong).
authors.forename: Qiushi
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai (P. R. China).
authors.forename: Deng Yuan
authors.initials: DY
authors.lastname: Li
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai (P. R. China).
authors.forename: Xue Song
authors.initials: XS
authors.lastname: Shang
authors.affiliation: Department of Physics, The Hong Kong University of Science and Technology, Clear Water Bay (Hong Kong).
authors.forename: Tao
authors.initials: T
authors.lastname: Lin
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road 130, Shanghai (P. R. China). liupn@ecust.edu.cn.
authors.forename: Pei Nian
authors.initials: PN
authors.lastname: Liu
authors.affiliation: Department of Physics, The Hong Kong University of Science and Technology, Clear Water Bay (Hong Kong). phnlin@ust.hk.
authors.forename: Nian
authors.initials: N
authors.lastname: Lin
keywords: cross-coupling; gold; kinetic Monte Carlo simulation; scanning tunneling microscopy; surface chemistry