Nitro-Perylenediimide: An Emerging Building Block for the Synthesis of Functional Organic Materials

Molecules. 2020 Mar 19;25(6):1402. doi: 10.3390/molecules25061402.

Abstract

Perylenediimide (PDI) is one of the most important classes of dyes and is intensively explored in the field of functional organic materials. The functionalization of this electron-deficient aromatic core is well-known to tune the outstanding optoelectronic properties of PDI derivatives. In this respect, the functionalization has been mostly addressed in bay-positions to halogenated derivatives through nucleophilic substitutions or metal-catalyzed coupling reactions. Being aware of the synthetic difficulties of obtaining the key intermediate 1-bromoPDI, we will present as an alternative in this review the potential of 1-nitroPDI: a powerful building block to access a large variety of PDI-based materials.

Keywords: nitro group; organic materials; perylenediimide.

Publication types

  • Review

MeSH terms

  • Catalysis
  • Imides / chemistry*
  • Molecular Structure
  • Nitro Compounds / chemical synthesis*
  • Nitro Compounds / chemistry
  • Perylene / analogs & derivatives*
  • Perylene / chemistry

Substances

  • Imides
  • Nitro Compounds
  • perylenediimide
  • Perylene