On-Surface Synthesis of Silole and Disilacyclooctaene Derivatives
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arXiv
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| Format: | Preprint |
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2023
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| author | Sun, Kewei Kurki, Lauri Silveira, Orlando J. Nishiuchi, Tomohiko Kubo, Takashi Krejčí, Ondřej Foster, Adam S. Kawai, Shigeki |
| author_facet | Sun, Kewei Kurki, Lauri Silveira, Orlando J. Nishiuchi, Tomohiko Kubo, Takashi Krejčí, Ondřej Foster, Adam S. Kawai, Shigeki |
| contents | Sila-cyclic rings are a class of organosilicon cyclic compounds and have abundant application in organic chemistry and materials science. However, it is still challenging to synthesize compounds with sila-cyclic rings in solution chemistry due to their low solubility and high reactivity. Recently, on-surface synthesis was introduced into organosilicon chemistry as 1,4- disilabenzene bridged nanostructures were obtained via coupling between bromo-substituted molecules and silicon atoms on Au(111). Here, we extend this strategy for syntheses of silole derivatives and graphene nanoribbons with eight-membered sila-cyclic rings from 2,2',6,6'- tetrabromobiphenyl and 1,4,5,8-tetrabromonaphthalene on Au(111), respectively. Their structures and electronic properties were investigated by a combination of scanning tunneling microscopy/spectroscopy and density functional theory calculations. This work demonstrates a generality of this synthesis strategy to fabricate various silicon incorporated nanostructures. |
| format | Preprint |
| id |
arxiv_https___arxiv_org_abs_2312_11959 |
| institution | arXiv |
| publishDate | 2023 |
| record_format | arxiv |
| spellingShingle | On-Surface Synthesis of Silole and Disilacyclooctaene Derivatives Sun, Kewei Kurki, Lauri Silveira, Orlando J. Nishiuchi, Tomohiko Kubo, Takashi Krejčí, Ondřej Foster, Adam S. Kawai, Shigeki Materials Science Sila-cyclic rings are a class of organosilicon cyclic compounds and have abundant application in organic chemistry and materials science. However, it is still challenging to synthesize compounds with sila-cyclic rings in solution chemistry due to their low solubility and high reactivity. Recently, on-surface synthesis was introduced into organosilicon chemistry as 1,4- disilabenzene bridged nanostructures were obtained via coupling between bromo-substituted molecules and silicon atoms on Au(111). Here, we extend this strategy for syntheses of silole derivatives and graphene nanoribbons with eight-membered sila-cyclic rings from 2,2',6,6'- tetrabromobiphenyl and 1,4,5,8-tetrabromonaphthalene on Au(111), respectively. Their structures and electronic properties were investigated by a combination of scanning tunneling microscopy/spectroscopy and density functional theory calculations. This work demonstrates a generality of this synthesis strategy to fabricate various silicon incorporated nanostructures. |
| title | On-Surface Synthesis of Silole and Disilacyclooctaene Derivatives |
| topic | Materials Science |
| url | https://arxiv.org/abs/2312.11959 |