Observations of carbon-carbon coupling of 4,4ʺ-dibromo-p-terphenyl on Cu(110) surface at molecular level

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• 作者：Xin-Li Leng^a ; Li-Li Song^b ; Yan Lu^a ; Xiao-Qing Liu^a ; ^{liuxiaoqing@ncu.edu.cn} ; Li Wang^a
• 关键词：Carbon&ndash ; carbon coupling ; Ullmann coupling ; Organometallic intermediate ; Selective C-H activation ; Oligomer
• 刊名：Chinese Chemical Letters
• 出版年：2017
• 出版时间：January 2017
• 年：2017
• 卷：28
• 期：1
• 页码：24-28
• 全文大小：1640 K
• 卷排序：28

文摘

The carbon–carbon couplings of 4,4ʺ-dibromo-p-terphenyl (DBTP) on Cu(110) surface have been investigated at a single molecular level by scanning tunneling microscopy. After annealing at 353 K, a mixture of parallel non-organometallic and organometallic intermediates of DBTP molecules along the 0175, 0180, 0185, 0190, 0195, 0200, 0205, 0210, 0215 and 0220 direction of the surface has been observed. Further annealing at 393 K causes one group of molecules to form oligomers with para-para and para-meta motifs via Ullmann reaction and the other group of molecules to synthesize oligomers with meta-meta motifs via direct carbon–carbon coupling reaction. Statistical results directly reveal that the occurrence of reaction type is strongly related to the initial binding configuration of DBTP molecules.