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Doping Polycyclic Aromatics with Boron for Superior Performance in Materials Science and Catalysis
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-11-24 , DOI: 10.1002/ajoc.201700495
Esther von Grotthuss 1 , Alexandra John 1 , Thomas Kaese 1 , Matthias Wagner 1
Affiliation  

Boron has one valence electron less than a carbon atom and an available vacant pz orbital. The incorporation of sp2‐hybridized boron atoms into the host lattice of a polycyclic aromatic hydrocarbon (PAH) is formally related to oxidative doping. A boron‐containing B‐PAH has an energetically low‐lying LUMO and a narrow HOMO–LUMO gap, which renders it a strong Lewis acid/electron acceptor and promotes fluorescence in the visible range of the electromagnetic spectrum. Many methods have been developed to access B‐PAHs that are deliberately designed for specific tasks. Herein, we highlight recent breakthroughs in the field of B‐PAH synthesis and the scope of their applications, which range from Lewis acid and redox catalysis to device fabrication. We will also report on the dynamic covalent chemistry of neutral and anionic B‐PAHs, as it is a potential limitation in the design of catalyst systems but can also provide a powerful synthetic tool for the preparation of otherwise inaccessible B‐PAHs.

中文翻译:

硼掺杂多环芳烃在材料科学和催化领域的优异性能

硼的一个价电子小于一个碳原子,并且具有可用的空位p z轨道。sp 2的合并在多环芳烃(PAH)的主体晶格中杂交的硼原子与氧化掺杂形式相关。含硼的B-PAH具有低能的LUMO和窄的HOMO-LUMO间隙,这使其成为强路易斯酸/电子受体,并在电磁波谱的可见光范围内促进荧光。已经开发出许多访问B-PAH的方法,这些方法是专为特定任务而设计的。在本文中,我们重点介绍了B‐PAH合成领域的最新突破及其应用范围,其范围从路易斯酸和氧化还原催化到器件制造。我们还将报告中性和阴离子B-PAHs的动态共价化学,
更新日期:2017-11-24
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