The unprecedented J-aggregate formation of rhodamine moieties induced by 9-phenylanthracenyl substitution

Chem Commun (Camb). 2015 Jul 25;51(58):11580-3. doi: 10.1039/c5cc03969j. Epub 2015 Jun 22.

Abstract

We report a substitution of 9-phenylanthracenyl group into rhodamine derivatives that can induce the J-aggregate formation of rhodamine moieties in the aqueous solution upon the addition of a halide ion. From X-ray crystallographic analysis, the dramatic red-shift in the absorption band (i.e. app. 100 nm) originates from the cooperative slipped-stacking of rhodamine and anthracene molecules.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry
  • Crystallography, X-Ray
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / pharmacology
  • HeLa Cells
  • Humans
  • Rhodamines / chemistry*
  • Rhodamines / pharmacology
  • Silicon / chemistry*
  • Silicon / pharmacology

Substances

  • Anthracenes
  • Fluorescent Dyes
  • Rhodamines
  • anthracene
  • Silicon