Convenient Synthesis of Dibenzo[a,h]anthracenes and Picenes via C-H Arylation of Acetophenones with Arenediboronates

被引：35

作者：

Kitazawa, Kentaroh ^{[1
]}

Kochi, Takuya ^{[1
]}

Nitani, Masashi ^{[2
]}

Ie, Yutaka ^{[2
]}

Aso, Yoshio ^{[2
]}

Kakiuchi, Fumitoshi ^{[1
]}

机构：

[1] Keio Univ, Dept Chem, Fac Sci & Technol, Kohoku Ku, Kanagawa 2238522, Japan

[2] Osaka Univ, ISIR, Osaka 5670047, Japan

来源：

CHEMISTRY LETTERS | 2011年 / 40卷 / 03期

关键词：

POLYCYCLIC AROMATIC-HYDROCARBONS; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; FLASH VACUUM PYROLYSIS; ORGANIC SEMICONDUCTORS; GRAPHITE RIBBONS; CHARGE-TRANSPORT; BOND-CLEAVAGE; CYCLIZATION; DERIVATIVES;

D O I：

10.1246/cl.2011.300

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new convenient method for the synthesis of dibenzo[a,h]anthracenes and picenes using ruthenium-catalyzed regioselective C-H arylation of aromatic ketones has been developed. Acetophenone derivatives and 1,4-benzenediboronates were coupled in 2:1 ratios to form p-terphenyl derivatives. Conversion of the acetyl group to an ethynyl group, followed by cycloaromatization provided the desired fused aromatic compounds. An organic field-effect transistor fabricated from one of these products gave moderate hole mobility.

引用

页码：300 / 302

页数：3

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