Synthesis of Arylated Perylene Bisimides through C-H Bond Cleavage under Ruthenium Catalysis

被引：132

作者：

Nakazono, Satomi ^{[3
]}

Easwaramoorthi, Shanmugam ^{[1
]}

Kim, Dongho ^{[1
]}

Shinokubo, Hiroshi ^{[2
]}

Osuka, Atsuhiro ^{[3
]}

机构：

[1] Yonsei Univ, Dept Chem, Seoul 120749, South Korea

[2] Nagoya Univ, Grad Sch Engn, Dept Appl Chem, Nagoya, Aichi 4648603, Japan

[3] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 23期

关键词：

CARBON-HYDROGEN BONDS; HIGHLY FLUORESCENT; ORGANIC-SYNTHESIS; AROMATIC KETONES; BUILDING-BLOCKS; DYES; FUNCTIONALIZATION; MOLECULES; TRANSPORT; OLEFINS;

D O I：

10.1021/ol902271b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of perylene bisimide (PBI) with various arylboronates In the presence of a ruthenium catalyst provides tetraarylated PBIs at 2,5,8,11-positions in good yields with perfect regioselectivity. The electronic nature of the introduced aryl substituents has a significant impact on their optical and electronic properties. This protocol has been applied to the synthesis of a water-soluble emissive PBI derivative.

引用

页码：5426 / 5429

页数：4

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