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六苯基苯及其溴代类似物的结构形成与偶联反应

Structure Formation and Coupling Reactions of Hexaphenylbenzene and Its Brominated Analog.

作者信息

Teeter Jacob D, Costa Paulo S, Dobner Christoph, Sarker Mamun, Sinitskii Alexander, Enders Axel

机构信息

Department of Chemistry, University of Nebraska - Lincoln, 639N 12th Street, Lincoln, NE 68588, USA.

Department of Physics and Astronomy, University of Nebraska - Lincoln, 855N 16th Street, Lincoln, NE 68588, USA.

出版信息

Chemphyschem. 2021 Sep 3;22(17):1769-1773. doi: 10.1002/cphc.202100049. Epub 2021 Jul 18.

DOI:10.1002/cphc.202100049
PMID:33905148
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8456788/
Abstract

The on-surface coupling of the prototypical precursor molecule for graphene nanoribbon synthesis, 6,11-dibromo-1,2,3,4-tetraphenyltriphenylene (C Br H , TPTP), and its non-brominated analog hexaphenylbenzene (C H , HPB), was investigated on coinage metal substrates as a function of thermal treatment. For HPB, which forms non-covalent 2D monolayers at room temperature, a thermally induced transition of the monolayer's structure could be achieved by moderate annealing, which is likely driven by π-bond formation. It is found that the dibrominated carbon positions of TPTP do not guide the coupling if the growth occurs on a substrate at temperatures that are sufficient to initiate C-H bond activation. Instead, similar one-dimensional molecular structures are obtained for both types of precursors, HPB and TPTP.

摘要

作为热处理的函数,在硬币金属基底上研究了用于石墨烯纳米带合成的典型前驱体分子6,11-二溴-1,2,3,4-四苯基三苯撑(C₃₆H₂₀Br₂,TPTP)及其非溴化类似物六苯基苯(C₃₆H₂₄,HPB)的表面耦合。对于在室温下形成非共价二维单层的HPB,通过适度退火可以实现单层结构的热诱导转变,这可能是由π键形成驱动的。研究发现,如果在足以引发C-H键活化的温度下在基底上生长,TPTP的二溴化碳位置不会引导耦合。相反,对于HPB和TPTP这两种类型的前驱体,都获得了类似的一维分子结构。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4591/8456788/a9404d21f008/CPHC-22-1769-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4591/8456788/16ccbb3a4c8d/CPHC-22-1769-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4591/8456788/a9404d21f008/CPHC-22-1769-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4591/8456788/16ccbb3a4c8d/CPHC-22-1769-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4591/8456788/a9404d21f008/CPHC-22-1769-g002.jpg

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本文引用的文献

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