π-Extended Polyaromatic Hydrocarbons by Sustainable Alkyne Annulations through Double C-H/N-H Activation

被引：17
|
作者：
Gonka, Elzbieta [1 ]
Yang, Long [1 ]
Steinbock, Ralf [1 ]
Pesciaioli, Fabio [1 ]
Kuniyil, Rositha [1 ]
Ackermann, Lutz [1 ]
机构：
[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 71期
关键词：
annulation; C-H activation; diketopyrrolopyrroles; polyaromatic hydrocarbons; ruthenium; CATALYZED OXIDATIVE COUPLING/CYCLIZATION; NEAR-INFRARED DYES; BOND FUNCTIONALIZATIONS; CONJUGATED POLYMERS; DIRECT ARYLATION; BUILDING-BLOCKS; SMALL MOLECULES; FLUORESCENT; CLEAVAGE; COLOR;
D O I：
10.1002/chem.201905023
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The widespread applications of substituted diketopyrrolopyrroles (DPPs) call for the development of efficient methods for their modular assembly. Herein, we present a pi-expansion strategy for polyaromatic hydrocarbons (PAHs) by C-H activation in a sustainable fashion. Thus, twofold C-H/N-H activations were accomplished by versatile ruthenium(II)carboxylate catalysis, providing step-economical access to diversely decorated fluorogenic DPPs that was merged with late-stage palladium-catalyzed C-H arylation on the thus-assembled DPP motif.
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页码：16246 / 16250
页数：5
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