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.

引用

页码：16246 / 16250

页数：5

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