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DOI | 10.1038/s41467-019-09106-z |
Synthesis of extended polycyclic aromatic hydrocarbons by oxidative tandem spirocyclization and 1,2-aryl migration | |
Zhang, Xuan1; Xu, Zhanqiang1; Si, Weili1; Oniwa, Kazuaki1; Bao, Ming2; Yamamoto, Yoshinori1,2; Jin, Tienan1,2 | |
2019-03-12 | |
发表期刊 | NATURE COMMUNICATIONS
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ISSN | 2041-1723 |
出版年 | 2017 |
卷号 | 8 |
文章类型 | Article |
语种 | 英语 |
国家 | Japan; Peoples R China |
英文摘要 | The extended polycyclic aromatic hydrocarbons (PAHs) have received significant interdisciplinary attention due to their semiconducting applications in diverse organic electronics as well as intriguing structural interests of well-defined graphene segments. Herein, a highly efficient oxidative spirocyclization and 1,2-aryl migration tandem synthetic method for the construction of extended polyaromatic hydrocarbons (PAHs) has been developed. The CuCl-catalyst/PhCO3 Bu-t or DDQ oxidation system in the presence of trifluoroacetic acid enables the selective single-electron oxidation to take place preferentially at the more electron-rich alkene moiety of o-biphenylyl-substituted methylenefluorenes, giving rise to the subsequent tandem process. A variety of structurally diverse extended PAHs including functionalized dibenzo[g,p]chrysenes, benzo[f]naphtho[1,2-s]picene, hexabenzo[a,c,fg,j,l,op]tetracene, tetrabenzo[a,c,f,m]phenanthro[9,10-k]tetraphene, tetrabenzo[a,c,f,k]phenanthro[9,10-m]tetraphene, tetrabenzo[a,c,f,o]phenanthro[9,10-m]picene and S-type helicene have been readily synthesized. |
领域 | 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000400067000001 |
WOS关键词 | PALLADIUM-CATALYZED ANNULATION ; SCHOLL REACTION ; FUNCTIONALIZED PHENANTHRENES ; GRAPHENE NANORIBBONS ; OXIDANT ; ACENES ; NANOGRAPHENE ; ELECTRONICS ; EFFICIENT ; DDQ |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/204256 |
专题 | 资源环境科学 |
作者单位 | 1.Tohoku Univ, WPI AIMR, Sendai, Miyagi 9808577, Japan; 2.Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China |
推荐引用方式 GB/T 7714 | Zhang, Xuan,Xu, Zhanqiang,Si, Weili,et al. Synthesis of extended polycyclic aromatic hydrocarbons by oxidative tandem spirocyclization and 1,2-aryl migration[J]. NATURE COMMUNICATIONS,2019,8. |
APA | Zhang, Xuan.,Xu, Zhanqiang.,Si, Weili.,Oniwa, Kazuaki.,Bao, Ming.,...&Jin, Tienan.(2019).Synthesis of extended polycyclic aromatic hydrocarbons by oxidative tandem spirocyclization and 1,2-aryl migration.NATURE COMMUNICATIONS,8. |
MLA | Zhang, Xuan,et al."Synthesis of extended polycyclic aromatic hydrocarbons by oxidative tandem spirocyclization and 1,2-aryl migration".NATURE COMMUNICATIONS 8(2019). |
条目包含的文件 | 条目无相关文件。 |
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