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| 基本情報 |
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| 氏名 |
奥田 靖浩 |
| 氏名（カナ） |
ｵｸﾀﾞ ﾔｽﾋﾛ |
| 氏名（英語） |
Okuda Yashuhiro |
| 所属 |
工学部 応用化学科 |
| 職名 |
講師 |
| researchmap研究者コード |
B000334355 |
| researchmap機関 |
岡山理科大学 |
Head-to-Tail Oligomerization by Silylene-Tethered Sonogashira Coupling on Ag(111)
Sun, Kewei; Sagisaka, Keisuke; Peng, Lifen; Watanabe, Hikaru; Xu, Feng; Pawlak, Remy; Meyer, Ernst; Okuda, Yasuhiro; Orita, Akihiro; Kawai, Shigeki
On-surface synthesis is a powerful method for the fabrication of π-conjugated nanomaterials. Herein, we demonstrate chemoselective Sonogashira coupling between (trimethylsilyl)ethynyl and chlorophenyl groups in silylethynyl- and chloro-substituted partially fluorinated phenylene ethynylenes (SiCPFPEs) on Ag(111). The desilylative Sonogashira coupling occurred with high chemoselectivity up to 75 %, while the competing Ullmann and desilylative Glaser homocoupling reactions were suppressed. A combination of bond-resolved scanning tunneling microscopy/atomic force microscopy (STM/AFM) and DFT calculations revealed that the oligomers were obtained by the formation of intermolecular silylene tethers (-Me2Si-) through CH3−Si bond activation at 130 °C and subsequent elimination of the tethers at an elevated temperature of 200 °C.
Angewandte Chemie International Edition
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