On-surface synthesis of poly(p-phenylene ethynylene) molecular wires via in situ formation of carbon-carbon triple bond

Chen-Hui Shu, Meng-Xi Liu, Ze-Qi Zha, Jin-Liang Pan, Shao-Ze Zhang, Yu-Li Xie, Jian-Le Chen, Ding-Wang Yuan, Xiao-Hui Qiu () and Pei-Nian Liu ()
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Chen-Hui Shu: East China University of Science and Technology
Meng-Xi Liu: National Center for Nanoscience and Technology
Ze-Qi Zha: National Center for Nanoscience and Technology
Jin-Liang Pan: National Center for Nanoscience and Technology
Shao-Ze Zhang: East China University of Science and Technology
Yu-Li Xie: East China University of Science and Technology
Jian-Le Chen: East China University of Science and Technology
Ding-Wang Yuan: Hunan University
Xiao-Hui Qiu: National Center for Nanoscience and Technology
Pei-Nian Liu: East China University of Science and Technology

Nature Communications, 2018, vol. 9, issue 1, 1-7

Abstract: Abstract The carbon–carbon triple bond (–C≡C–) is an elementary constituent for the construction of conjugated molecular wires and carbon allotropes such as carbyne and graphyne. Here we describe a general approach to in situ synthesize –C≡C– bond on Cu(111) surface via homo-coupling of the trichloromethyl groups, enabling the fabrication of individual and arrays of poly(p-phenylene ethynylene) molecular wires. Scanning tunneling spectroscopy reveals a delocalized electronic state extending along these molecular wires, whose structure is unraveled by atomically resolved images of scanning tunneling microscopy and noncontact atomic force microscopy. Combined with density functional theory calculations, we identify the intermediates formed in the sequential dechlorination process, including surface-bound benzyl, carbene, and carbyne radicals. Our method overcomes the limitation of previous on-surface syntheses of –C≡C– incorporated systems, which require the precursors containing alkyne group; it therefore allows for a more flexible design and fabrication of molecular architectures with tailored properties.

Date: 2018
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DOI: 10.1038/s41467-018-04681-z

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