Aryl Migration on Graphene

Aryl Migration on Graphene
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DOI:
10.1021/jacs.0c05965
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发表时间:
2020-10-21
影响因子:
15
通讯作者:
Swager, Timothy M.
Swager, Timothy M.
中科院分区:
化学1区
文献类型:
--
作者:
He, Maggie;Swager, Timothy M.

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设计和合成能够进行类似宏观物体运动的分子系统是一项令人兴奋和具有挑战性的努力。分子可以在轨道上共价行走,我们现在报告了芳基如何在石墨烯表面上迁移。具体来说,我们描述了一个由石墨烯上共价官能化芳基组成的系统,该系统经历了连续的芳基移位。动态芳基移位允许石墨烯上的芳基有效地逐步迁移,其中每一步都涉及可逆的键断裂和形成,这是由活化芳烃和石墨烯表面p掺杂的组合发起的。拉曼光谱对共价附着分布的映射表明,活化的4-甲氧基苯基基团从高功能化区域向未优先功能化区域迁移了几微米。
The design and synthesis of molecular systems able to carry out movements resembling macroscopic objects is an exciting and challenging endeavor. Molecules that can walk covalently on a track have been demonstrated, and we now report how aryl groups that can migrate over a graphene surface. Specifically, we describe a system comprised of covalently functionalized aryl groups on graphene that undergo continuous aryl shifts. The dynamic aryl shift allows the aryl groups on graphene to effectively migrate step-by-step wherein each step involves reversible bond breaking and making that is initiated by a combination of an activated arene and p-doping of the graphene surface. Raman spectroscopic mapping of the distribution of the covalent attachment revealed that activated 4-methoxyphenyl groups migrate several microns from regions of high functionalization to regions with no prior functionalization.