Non-K Region Disubstituted Pyrenes (1,3-, 1,6- and 1,8-) by (Hetero)Aryl Groups-Review

Molecules. 2019 Jul 12;24(14):2551. doi: 10.3390/molecules24142551.

Abstract

Disubstituted pyrenes at the non-K region by the same or different (hetero)aryl groups have proven to be an increasingly interesting area of research for scientists over the last decade due to their optical and photophysical properties. However, in this area, there is no systematization of the structures and synthesis methods nor their limitations. In this review, all approaches to the synthesis of these compounds, starting from the commercially available pyrene are described. Herein, the ways of obtaining of disubstituted intermediates based on bromination and acylation reaction are presented. This is crucial in the determination of the possibility of further functionalization by using coupling, cycloaddition, condensation, etc. reactions. Moreover, the application of disubstituted pyrenes in the synthesis of 1,3,6,8-tetrasubstituted was also reviewed. This review describes the directions of research on chemistry of disubstituted pyrenes.

Keywords: acylation; bromination; condensation; coupling reactions; cycloaddition; pyrene chemistry; substitution pattern; synthetic methods.

Publication types

  • Review

MeSH terms

  • Acylation
  • Chemistry Techniques, Synthetic
  • Oxidative Coupling
  • Pyrenes / chemical synthesis
  • Pyrenes / chemistry*
  • Structure-Activity Relationship

Substances

  • Pyrenes