A practical, large-scale synthesis of pyrene-2-carboxylic acid

Juan M. Casas-Solvas, Tiddo J. Mooibroek, Shugantan Sandramurthy, Joshua D. Howgego, Anthony P Davis*

*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal)

5 Citations (Scopus)

Abstract

Pyrene-2-carboxylic acid is a versatile intermediate for introducing the unusual 2-pyrenyl unit into functional organic molecules. A classical preparation for this molecule has been revised and improved to give a robust and efficient three-step process. The method has been applied on a multigram scale to give pyrene-2-carboxylic acid in >70% overall yield from pyrene.

Original languageEnglish
Article numberst-2014-d0576-l
Pages (from-to)2591-2594
Number of pages4
JournalSYNLETT
Volume25
Issue number18
DOIs
Publication statusPublished - Nov 2014

Keywords

  • condensed aromatic compounds
  • electrophilic aromatic substitution
  • ring closure
  • ring opening
  • Haller-Bauer cleavage
  • 2,7-FUNCTIONALIZED PYRENE DERIVATIVES
  • POLYCYCLIC AROMATIC-HYDROCARBONS
  • CARBON NANOTUBES
  • DNA MODIFICATION
  • NUCLEIC-ACIDS
  • HALLER-BAUER
  • PI-STACKING
  • CLEAVAGE
  • PROBES
  • BORYLATION

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Projects

3-month Core Capability for Chemistry Research

Crosby, J.

1/01/13 → 1/04/13

Project: Research

From "temples" to "courtyards" for carbohydrate recognition - expanding the scope of synthetic lectins.

Davis, A. P.

1/10/11 → 1/10/14

Project: Research

Cite this

Casas-Solvas, J. M., Mooibroek, T. J., Sandramurthy, S., Howgego, J. D., & Davis, A. P. (2014). A practical, large-scale synthesis of pyrene-2-carboxylic acid. SYNLETT, 25(18), 2591-2594. [st-2014-d0576-l]. https://doi.org/10.1055/s-0034-1379026