Novel Diketopyrrolopyrrole-Based π-Conjugated Molecules Synthesized Via One-Pot Direct Arylation Reaction

Molecules

Ai-Guo Zhong¹  Jing-Zhao Cheng²  Xiao-Feng Zhang²  Shi-Yong Liu²  Hui Liu²  He-Rui Wen² 

[1] Department of Chemistry, Taizhou University, Taizhou 317000, China;School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou 341000, China;

关键词: diketopyrrolopyrrole (DPP);    direct arylation;    π-conjugated molecules;    cyclic voltammetry;    atom economy;   

DOI  :  10.3390/molecules24091760

来源: DOAJ

【 摘 要 】

Diketopyrrolopyrrole (DPP) is an important type of π-conjugated building block for high-performance organic electronic materials. DPP-based conjugated materials are usually synthesized via Suzuki, Stille, or Negishi cross-coupling reactions, which require organometallic precursors. In this paper, a series of novel phenyl-cored DPP molecules, including five meta-phenyl-cored molecules and four para-phenyl-cored molecules, have been synthesized in moderate to good yields, in a facile manner, through the Pd-catalyzed direct arylation of C−H bonds, and their optoelectrical properties have been investigated in detail. All new molecules have been fully characterized by NMR, MALDI-TOF MS, elemental analysis, UV−visible spectroscopy, and cyclic voltammetry. This synthetic strategy has evident advantages of atom- and step-economy and low cost, compared with traditional cross-coupling reactions.

【 授权许可】

Unknown