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Single-molecule resolution of an organometallic intermediate in a surface-supported Ullmann coupling reaction
Journal of the American Chemical Society (2011)
  • Weihua Wang, Department of Physics, The Hong Kong University of Science and Technology, Hong Kong, China
  • Xingqiang Shi, Department of Physics and Materials Science, City University of Hong Kong, Hong Kong, China
  • Shiyong Wang, Department of Physics, The Hong Kong University of Science and Technology, Hong Kong, China
  • Michel A. Van Hove, Department of Physics and Materials Science, City University of Hong Kong, Hong Kong, China
  • Nian Lin, Department of Physics, The Hong Kong University of Science and Technology, Hong Kong, China
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 (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. 
Disciplines
Publication Date
2011
DOI
10.1021/ja204956b
Citation Information
Weihua Wang, Xingqiang Shi, Shiyong Wang, Michel A. Van Hove, et al.. "Single-molecule resolution of an organometallic intermediate in a surface-supported Ullmann coupling reaction" Journal of the American Chemical Society Vol. 133 Iss. 34 (2011) p. 13264 - 13267 ISSN: 1520-5126
Available at: http://works.bepress.com/mavanhove/102/