Title:
A manufacturing method of the polycyclic aromatic compounds replaced by the aryl group
Document Type and Number:
Japanese Patent JP5988051
Kind Code:
B2
Abstract:
PAH is subjected to C-H/C-B coupling using a specific boron compound, a palladium compound, and o-chloranil to produce a compound in which a C-H bond of the PAH is directly arylated regioselectively in a simple manner. When the substrate and the boron compound are appropriately selected, a larger PAH can also be obtained by further performing an annulation reaction after the coupling reaction. Similarly, when PAH is subjected to C-H/C-H cross-coupling using a specific aromatic compound, a palladium compound, and o-chloranil, a compound in which a C-H bond of the PAH is directly arylated regioselectively can be produced in a simple manner. When the substrate and the aromatic compound are appropriately selected in this case, a larger PAH can also be obtained by further performing an annulation reaction after the cross-coupling reaction.
Inventors:
Kenichiro Itami
Kenji Mochida
Kawasumi Katsumi
Segawa Yasuchi
Tomotaka Kajino
Kenji Mochida
Kawasumi Katsumi
Segawa Yasuchi
Tomotaka Kajino
Application Number:
JP2013519551A
Publication Date:
September 14, 2016
Filing Date:
June 08, 2012
Export Citation:
Assignee:
Nagoya University
International Classes:
C07C2/86; C07C5/44; C07C15/20; C07C15/30; C07C15/38; C07C17/263; C07C22/08; C07C25/22
Domestic Patent References:
| JP2009016693A | ||||
| JP2010238924A | ||||
| JP2010222268A | ||||
| JP2010222261A | ||||
| JP2010528070A |
Other References:
MATSUDA,T. et al.,Synthesis of Pyrenes by Twofold Hydroarylation of 2,6-Dialkynylbiphenyls,Chem. Lett,2011年,Vol.40,p.40-41,Table 2, published on the web:2010.11.25
DUAN,Z. et al.,A Novel Thiophen-Fused Polycyclic Aromatic with a Tetracene Core: Synthesis, Characterization, Optic,Molecules,2011年 5月27日,Vol.16,p.4467-4481,Scheme 1
JOUAITI,A. et al.,Molecular Tectonics: Design of 1-D Coordination Networks Based on Pyrene-Bearing Pyrazolyl Units, Eur. J. Inorg. Chem.,2003年,No.1,p.57-61,Scheme 1
GARCIA-CUADRADO,D. et al.,Proton Abstraction Mechanism for the Palladium-Catalyzed Intramolecular Arylation,J. Am. Chem. Soc.,2006年,Vol.128,p.1066-1067,Table 1
ANTON, U. et al.,Synthesis of n-Alkyl-Substituted Perylenes and Terrylenes via Alkali-Metal Induced Cyclization of Ol,Chem. Ber.,1992年,Vol.125, No.10,p.2325-2330
DUAN,Z. et al.,A Novel Thiophen-Fused Polycyclic Aromatic with a Tetracene Core: Synthesis, Characterization, Optic,Molecules,2011年 5月27日,Vol.16,p.4467-4481,Scheme 1
JOUAITI,A. et al.,Molecular Tectonics: Design of 1-D Coordination Networks Based on Pyrene-Bearing Pyrazolyl Units, Eur. J. Inorg. Chem.,2003年,No.1,p.57-61,Scheme 1
GARCIA-CUADRADO,D. et al.,Proton Abstraction Mechanism for the Palladium-Catalyzed Intramolecular Arylation,J. Am. Chem. Soc.,2006年,Vol.128,p.1066-1067,Table 1
ANTON, U. et al.,Synthesis of n-Alkyl-Substituted Perylenes and Terrylenes via Alkali-Metal Induced Cyclization of Ol,Chem. Ber.,1992年,Vol.125, No.10,p.2325-2330
Attorney, Agent or Firm:
Patent Business Corporation Saegusa International Patent Office
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