On-surface synthesis of disilabenzene-bridged covalent organic frameworks

Kewei Sun, Orlando J. Silveira, Yujing Ma, Yuri Hasegawa, Michio Matsumoto, Satoshi Kera, Ondřej Krejčí, Adam S. Foster*, Shigeki Kawai*

*Corresponding author for this work

Research output: Contribution to journalArticleScientificpeer-review

21 Citations (Scopus)
39 Downloads (Pure)

Abstract

Substituting carbon with silicon in organic molecules and materials has long been an attractive way to modify their electronic structure and properties. Silicon-doped graphene-based materials are known to exhibit exotic properties, yet conjugated organic materials with atomically precise Si substitution have remained difficult to prepare. Here we present the on-surface synthesis of one- and two-dimensional covalent organic frameworks whose backbones contain 1,4-disilabenzene (C4Si2) linkers. Silicon atoms were first deposited on a Au(111) surface, forming a AuSix film on annealing. The subsequent deposition and annealing of a bromo-substituted polyaromatic hydrocarbon precursor (triphenylene or pyrene) on this surface led to the formation of the C4Si2-bridged networks, which were characterized by a combination of high-resolution scanning tunnelling microscopy and photoelectron spectroscopy supported by density functional theory calculations. Each Si in a hexagonal C4Si2 ring was found to be covalently linked to one terminal Br atom. For the linear structure obtained with the pyrene-based precursor, the C4Si2 rings were converted into C4Si pentagonal siloles by further annealing.
Original languageEnglish
Pages (from-to)136-142
Number of pages7
JournalNature Chemistry
Volume15
Issue number1
Early online date7 Nov 2022
DOIs
Publication statusPublished - Jan 2023
MoE publication typeA1 Journal article-refereed

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