When Anthracene and Quinone Avoid Cycloaddition: Acid- Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers

doi:10.1021/acs.orglett.0c01315

	When Anthracene and Quinone Avoid Cycloaddition: Acid- Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers
	Ding, Nan1,2,3 ; Li, Zhi1
	2020-06-05
发表期刊	ORGANIC LETTERS (IF:4.9[JCR-2023],4.5[5-Year])
ISSN	1523-7060
EISSN	1523-7052
卷号	22 期号:11 页码:4276-4282
发表状态	已发表
DOI	10.1021/acs.orglett.0c01315
摘要	Benzoquinone and 9-phenylanthracene barely undergo anticipated cycloaddition under acid catalysis. Instead, 9-anthracenyl aryl ethers are obtained as unexpected products. Mechanistic studies indicate that the reaction likely undergoes an ionic mechanism between protonated anthracene species and nucleophilic oxygen of 1,4-benzoquinone or 1,4-hydroquinone. A variety of 9-anthracenyl aryl ethers are constructed with this method. Produced anthracenyl aryl ethers are potential scaffolds for new fluorescent molecules.
收录类别	SCI ; SCIE ; IC
语种	英语
资助项目	National Natural Science Foundation of China[21673141]
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:000538848600045
出版者	AMER CHEMICAL SOC
WOS关键词	METAL-ORGANIC FRAMEWORK ; RADICAL CATIONS ; 4+4 PHOTODIMERIZATION ; BRONSTED ACID ; NADH ANALOG ; DERIVATIVES ; OXIDATION ; BOND ; BENZOQUINONE ; ALKYLATION
原始文献类型	Article
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/121729
专题	物质科学与技术学院_硕士生物质科学与技术学院_PI研究组_李智组物质科学与技术学院_博士生
通讯作者	Li, Zhi
作者单位	1.ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
第一作者单位	物质科学与技术学院
通讯作者单位	物质科学与技术学院
第一作者的第一单位	物质科学与技术学院
推荐引用方式 GB/T 7714	Ding, Nan,Li, Zhi. When Anthracene and Quinone Avoid Cycloaddition: Acid- Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers[J]. ORGANIC LETTERS,2020,22(11):4276-4282.
APA	Ding, Nan,&Li, Zhi.(2020).When Anthracene and Quinone Avoid Cycloaddition: Acid- Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers.ORGANIC LETTERS,22(11),4276-4282.
MLA	Ding, Nan,et al."When Anthracene and Quinone Avoid Cycloaddition: Acid- Catalyzed Redox Neutral Functionalization of Anthracene to Aryl Ethers".ORGANIC LETTERS 22.11(2020):4276-4282.