Synthesis of substituted pyrenes by indirect methods

Juan M. Casas-Solvas, Joshua D. Howgego, Anthony P. Davis*

*Corresponding author for this work

Research output: Contribution to journalReview article (Academic Journal)peer-review

86 Citations (Scopus)

Abstract

The pyrene nucleus is a valuable component for materials, supramolecular and biological chemistry, due to its photophysical/electronic properties and extended rigid structure. However, its exploitation is hindered by the limited range of methods and outcomes for the direct substitution of pyrene itself. In response to this problem, a variety of indirect methods have been developed for preparing pyrenes with less usual substitution patterns. Herein we review these approaches, covering methods which involve reduced pyrenes, transannular ring closures and cyclisations of biphenyl intermediates. We also showcase the diverse range of substituted pyrenes which have been reported in the literature, and can serve as building blocks for new molecular architectures. © 2014 The Royal Society of Chemistry.

Original languageEnglish
Pages (from-to)212-232
Number of pages21
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number2
DOIs
Publication statusPublished - 14 Jan 2014

Keywords

  • MEDIUM-SIZED CYCLOPHANES
  • POLYCYCLIC AROMATIC-HYDROCARBONS
  • CARBON NANOTUBES
  • NUCLEIC-ACIDS
  • ELECTROPHILIC SUBSTITUTION
  • SPECTROSCOPIC PROPERTIES
  • CATALYTIC-HYDROGENATION
  • MOLECULAR RECOGNITION
  • CONVENIENT SYNTHESIS
  • LAYERED COMPOUNDS

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