Single-Electron Oxidation/Alterable C3-and C110-Arylation of 9-MeO-phenanthrene

doi:10.1021/acs.orglett.8b01380

CORC > 化学研究所 > 中国科学院化学研究所

	Single-Electron Oxidation/Alterable C3-and C110-Arylation of 9-MeO-phenanthrene
	Wang, Tao 1; Ma, Huijun 1; Zhang, Shitong 1; Li, Zong-Jun 3; Zhang, Minghao 1; Li, Feng 1; Sun, Faxing 1; Xiang, Jinbao 1; Ke, Mufang 1; Wang, Qifeng 1,2
刊名	ORGANIC LETTERS
	2018-06-15
卷号	20 期号:12 页码:3591-3595
ISSN号	1523-7060
DOI	10.1021/acs.orglett.8b01380
英文摘要	A reactivity pattern for C3-arylation of 9-MeO-phenanthrene has been established for the first time by using 2-naphthyl amines as coupling partners. A series of phenanthrene- and naphthalene-based multifunctionalized polycyclic aromatic hydrocarbons have been obtained in good to excellent yields. Alternative C10-arylation of 9-MeO-phenanthrene has also been accomplished, using 2-naphthalenol derivatives as coupling partners. Trifluoroacetic acid is found crucial for the regioselectivity. Density functional theory calculations and electro-chemical analyses have been performed to rationalize the reaction mechanism.
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000435746500036
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/42571]
专题	中国科学院化学研究所
通讯作者	Wang, Qifeng
作者单位	1.Jilin Univ, Dept Organ Chem, Coll Chem, Int Joint Res Lab Nanomicro Architecture Chem NMA, 2699 Qianjin St, Changchun 130012, Jilin, Peoples R China 2.BNLMS, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China 3.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Electroanalyt Chem, Changchun 130022, Jilin, Peoples R China
推荐引用方式 GB/T 7714	Wang, Tao,Ma, Huijun,Zhang, Shitong,et al. Single-Electron Oxidation/Alterable C3-and C110-Arylation of 9-MeO-phenanthrene[J]. ORGANIC LETTERS,2018,20(12):3591-3595.
APA	Wang, Tao.,Ma, Huijun.,Zhang, Shitong.,Li, Zong-Jun.,Zhang, Minghao.,...&Wang, Qifeng.(2018).Single-Electron Oxidation/Alterable C3-and C110-Arylation of 9-MeO-phenanthrene.ORGANIC LETTERS,20(12),3591-3595.
MLA	Wang, Tao,et al."Single-Electron Oxidation/Alterable C3-and C110-Arylation of 9-MeO-phenanthrene".ORGANIC LETTERS 20.12(2018):3591-3595.