Single-Molecule Resolution of an Organometallic Intermediate in a Surface-Supported Ullmann Coupling Reaction
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- 18 July 2011
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 133 (34), 13264-13267
- https://doi.org/10.1021/ja204956b
Abstract
We have studied the organometallic intermediate of a surface-supported Ullmann coupling reaction from 4, 4″-dibromo-p-terphenyl to poly(para-phenylene) by scanning tunneling microscopy/spectroscopy and density functional theory calculations. Our study reveals at a single-molecular level that the intermediate consists of biradical terphenyl (ph)3 units that are connected by single Cu atoms through C–Cu–C bridges. Upon further increasing the temperature, the neighboring biradical (ph)3 units are coupled by C–C bonds forming poly(para-phenylene) oligomers while the Cu atoms are released.Keywords
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