Premium
Cross‐Coupling of Aryl‐Bromide and Porphyrin‐Bromide on an Au(111) Surface
Author(s) -
Kuang Guowen,
Zhang Qiushi,
Li Deng Yuan,
Shang Xue Song,
Lin Tao,
Liu Pei Nian,
Lin Nian
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201501095
Subject(s) - porphyrin , bromide , aryl , chemistry , polymer chemistry , photochemistry , phenylene , coupling reaction , polymer , organic chemistry , catalysis , alkyl
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.