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

ABSTRACT: Diketopyrrolopyrrole (DPP) is an important type of ?-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.

SUBMITTER: Liu H

PROVIDER: S-EPMC6539255 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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

Liu Hui H Zhang Xiao-Feng XF Cheng Jing-Zhao JZ Zhong Ai-Guo AG Wen He-Rui HR Liu Shi-Yong SY

Molecules (Basel, Switzerland) 20190507 9

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 ...[more]

PMID: 31067638

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