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, K. Palotás, Ruoning Li, Qiang Xue, Sabine Maier, Shimin Hou, Yongfeng Wang

Research output: Contribution to journalArticle

5 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

Fingerprint

Chemical activation
activation
Scanning tunneling microscopy
products
Density functional theory
Atomic force microscopy
Metals
Atoms
Molecules
metal surfaces
scanning tunneling microscopy
constrictions
atomic force microscopy
density functional theory
synthesis
configurations
atoms
molecules
interactions

Keywords

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

ASJC Scopus subject areas

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

Cite this

Zhang, X., Xue, N., Li, C., Li, N., Wang, H., Kocić, N., ... Wang, Y. (2019). Coordination-Controlled C-C Coupling Products via ortho-Site C-H Activation. ACS Nano. https://doi.org/10.1021/acsnano.8b06885

Coordination-Controlled C-C Coupling Products via ortho-Site C-H Activation. / Zhang, Xue; Xue, Na; Li, Chao; Li, Na; Wang, Hao; Kocić, Nemanja; Beniwal, Sumit; Palotás, K.; Li, Ruoning; Xue, Qiang; Maier, Sabine; Hou, Shimin; Wang, Yongfeng.

In: ACS Nano, 01.01.2019.

Research output: Contribution to journalArticle

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
Zhang, Xue ; Xue, Na ; Li, Chao ; Li, Na ; Wang, Hao ; Kocić, Nemanja ; Beniwal, Sumit ; Palotás, K. ; Li, Ruoning ; Xue, Qiang ; Maier, Sabine ; Hou, Shimin ; Wang, Yongfeng. / Coordination-Controlled C-C Coupling Products via ortho-Site C-H Activation. In: ACS Nano. 2019.
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