A simple and versatile synthesis of 1,2-diarylacenaphthylenes via Suzuki-Miyaura coupling, and its application in the synthesis of a new acenaphthylene-1,2-bis(p-quinone methide) derivative

被引：15

作者：

Kurata, Hiroyuki ^{[1
]}

Takehara, Yuko ^{[1
]}

Kim, Sang ^{[1
]}

Sakai, Kanae ^{[1
]}

Matsumoto, Kouzou ^{[1
]}

Kawase, Takeshi ^{[1
]}

Oda, Masaji ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Sci, Dept Chem, Toyonaka, Osaka 5600043, Japan

来源：

SYNLETT | 2007年 / 13期

关键词：

arenes; chromophores; cross-coupling; quinines; Suzuki reaction;

D O I：

10.1055/s-2007-984897

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1, 2 -Diaryl-substituted acenaphthylene derivatives were prepared simply via Suzuki-Miyaura coupling in good or excellent yields. By applying this method, acenaphthylene- 1,2-bis(p-quinone methide) with two 3,5-di-tert-butyl-4-oxocyclohexadienylidene units, which is a stable deep purple crystalline substance with a very broad absorption in the whole visible region and relatively low reduction potential, was prepared and characterized.

引用

页码：2053 / 2056

页数：4

共 10 条

[1] Synthesis, structure, and properties of a cyclopent[fg]acenaphthylene-1,2-bis(p-quinone methide)s derivative.: An extended pyracyloquinone
Kurata, H
Takehara, Y
Matsumoto, K
Kawase, T
Oda, M
CHEMISTRY LETTERS, 2005, 34 (12) : 1660 - 1661
[2] Synthesis and investigation of 1,6-bis-di-tert-butylphosphinohexane and its application in Suzuki-Miyaura coupling
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[3] Synthesis and characterization of 1,2-bis(2′-pyrazineethynyl) benzene palladium(II) dichloride and its catalysis of the Suzuki coupling reaction
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[4] Synthesis of new 4-(E)-alkenylpyrrolo[1,2-a]quinoxalines as antileishmanial agents by Suzuki-Miyaura cross-coupling reactions
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[5] Synthesis of stereodefined I-aryl(heteroaryl) substituted 1,2-bis(2-bromopyridin-3-yl)ethenes by selective tandem Suzuki-Miyaura cross-coupling reactions
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TETRAHEDRON LETTERS, 2008, 49 (17) : 2738 - 2742
[6] Chiral 1,2-Cyclohexane-Bridged Bis-NHC Palladium Catalysts for Asymmetric Suzuki-Miyaura Coupling: Synthesis, Characterization, and Steric Effects on Enantiocontrol
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ORGANOMETALLICS, 2014, 33 (04) : 876 - 884
[7] 2-Iodo-1-C-acceptor-substituted glycals: synthesis and transformation into 1,2-C,C-disubstituted glycals via Suzuki-Miyaura coupling reaction
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[8] Synthesis of Trifluoromethylated Pyrimido[1,2-b]indazole Derivatives through the Cyclocondensation of 3-Aminoindazoles with Ketoester and Their Functionalization via Suzuki-Miyaura Cross-Coupling and SNAr Reactions
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[9] Synthesis of 1,2-bis(4-chloro)acetophenone oxime ethyl ether as a carrier and its application for construction of a new ytterbium(III)-PVC membrane sensor
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[10] Negishi Cross-Coupling Is Compatible with a Reactive B-Cl Bond: Development of a Versatile Late-Stage Functionalization of 1,2-Azaborines and Its Application to the Synthesis of New BN Isosteres of Naphthalene and Indenyl
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