Synthesis of 2-aminoBODIPYs by palladium catalysed amination

Academic Article

Abstract

  • © 2017 The Royal Society of Chemistry. Palladium catalysed coupling of the 2-iodoBODIPY 3 with a range of anilines and a primary alkylamine succeeds in generating the corresponding 2-aminoBODIPYs. These 2-aminoBODIPY derivatives are non-emissive and quantum chemical calculations and electrochemistry are consistent with charge transfer from the amine substituent. Attenuation of this charge transfer pathway by conversion of the 1,2-phenylenediamine derivative 9 into the corresponding benzimidazolone 10 restores the fluorescence and has been used as the basis for a fluorescence sensor for phosgene.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Alnoman RB; Stachelek P; Knight JG; Harriman A; Waddell PG
  • Start Page

  • 7643
  • End Page

  • 7653
  • Volume

  • 15
  • Issue

  • 36