Coordination-Controlled C-C Coupling Products via ortho-Site C-H Activation

Xue Zhang, Na Xue, Chao Li, Na Li, Hao Wang, Nemanja Kocić, Sumit Beniwal, Krisztián Palotás, Ruoning Li, Qiang Xue, Sabine Maier, Shimin Hou, Yongfeng Wang

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7 Citations (Scopus)

Abstract

The coordination-restricted ortho-site C-H bond activation and dehydrogenative homocoupling of 4,4′-(1,3-phenylene)dipyridine (1,3-BPyB) and 4,4′-(1,4-phenylene)dipyridine (1,4-BPyB) on different metal surfaces were studied by a combination of scanning tunneling microscopy, noncontact atomic force microscopy, and density functional theory calculations. The coupling products on Cu(111) exhibited certain configurations subject to the spatial restriction of robust two-fold Cu-N coordination bonds. Compared to the V-shaped 1,3-BPyB, the straight backbone of 1,4-BPyB helped to further reduce the variety of reactive products. By utilizing the three-fold coordination of Fe atoms with 1,4-BPyB molecules on Au(111), a large-scale network containing single products was constructed. Our results offer a promising protocol for controllable on-surface synthesis with the aid of robust coordination interactions.

Original languageEnglish
JournalACS Nano
DOIs
Publication statusPublished - Jan 1 2019

Keywords

  • AFM
  • C-H bond activation
  • STM
  • coordination interaction
  • dehydrogenative homocoupling

ASJC Scopus subject areas

  • Materials Science(all)
  • Engineering(all)
  • Physics and Astronomy(all)

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    Zhang, X., Xue, N., Li, C., Li, N., Wang, H., Kocić, N., Beniwal, S., Palotás, K., Li, R., Xue, Q., Maier, S., Hou, S., & Wang, Y. (2019). Coordination-Controlled C-C Coupling Products via ortho-Site C-H Activation. ACS Nano. https://doi.org/10.1021/acsnano.8b06885