气候变化领域集成服务门户(CCPortal): Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity

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DOI	10.1073/pnas.2102310118
	Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity
	Cai Y.; Hua Y.; Lu Z.; Lan Q.; Lin Z.; Fei J.; Chen Z.; Zhang H.; Xia H.
发表日期	2021
ISSN	0027-8424
卷号	118 期号:39
英文摘要	Electrophilic aromatic substitution (EAS) reactions are widely regarded as characteristic reactions of aromatic species, but no comparable reaction has been reported for molecules with Craig- Möbius aromaticity. Here, we demonstrate successful EAS reactions of Craig-Möbius aromatics, osmapentalenes, and fused osmapentalenes. The highly reactive nature of osmapentalene makes it susceptible to electrophilic attack by halogens, thus osmapentalene, osmafuran-fused osmapentalene, and osmabenzene-fused osmapentalene can undergo typical EAS reactions. In addition, the selective formation of a series of halogen substituted metalla-aromatics via EAS reactions has revealed an unprecedented approach to otherwise elusive compounds such as the unsaturated cyclic chlorirenium ions. Density functional theory calculations were conducted to study the electronic effect on the regioselectivity of the EAS reactions. © 2021 National Academy of Sciences. All rights reserved.
英文关键词	Craig-Möbius aromaticity; Electrophilic aromatic substitution; Hypervalent iodine reagents; Unsaturated chlorirenium ion
语种	英语
来源期刊	Proceedings of the National Academy of Sciences of the United States of America
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/238372
作者单位	State Key Laboratory of Physical Chemistry of Solid Surfaces, Collaborative Innovation Center of Chemistry for Energy Materials, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, China; Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518005, China
推荐引用方式 GB/T 7714	Cai Y.,Hua Y.,Lu Z.,et al. Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity[J],2021,118(39).
APA	Cai Y..,Hua Y..,Lu Z..,Lan Q..,Lin Z..,...&Xia H..(2021).Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity.Proceedings of the National Academy of Sciences of the United States of America,118(39).
MLA	Cai Y.,et al."Electrophilic aromatic substitution reactions of compounds with Craig-Möbius aromaticity".Proceedings of the National Academy of Sciences of the United States of America 118.39(2021).