Synthesis and Properties of a Bay-Annulated-Indigo Tetramer Based on Low-Cost Spiro[Fluorene-9,9'-Xanthene] Core

Molecules. 2019 Oct 8;24(19):3623. doi: 10.3390/molecules24193623.

Abstract

A three-dimensional bay-annulated-indigo (BAI) tetramer has been prepared by appending BAI units onto a low-cost spiro[fluorene-9,9'-xanthene] (SFX) core. The target compound 4BAI-SFX exhibits strong and broad absorption in the visible region covering the range of 450~700 nm. The electrochemical measurement illuminates the characteristics of a deep lowest unoccupied molecular orbital (LUMO) level and multiple redox states of 4BAI-SFX. These results suggest that 4BAI-SFX should be a selectable electron-transporting material for eco-friendly organic semiconductors.

Keywords: bay-annulated indigo; properties; spiro[fluorene-9,9′-xanthene]; synthesis.

MeSH terms

  • Chemical Phenomena
  • Chemistry Techniques, Synthetic
  • Fluorenes / chemistry*
  • Indigo Carmine / chemical synthesis
  • Indigo Carmine / chemistry*
  • Molecular Structure
  • Photochemical Processes
  • Xanthenes / chemistry*

Substances

  • Fluorenes
  • Xanthenes
  • Indigo Carmine