Fluorescent Chromophores Containing the Nitro Group: Relatively Unexplored Emissive Properties

Chempluschem. 2021 Jan;86(1):11-27. doi: 10.1002/cplu.202000592. Epub 2020 Oct 23.

Abstract

Apart from numerous applications, for example in azo dye precursors, explosives, and industrial processes, the nitro group (-NO2 ) appears on countless molecules in photochemical research owing to its unique characteristics such as a strong electron-withdrawing ability and facile conversion to the reduced substituent. Although it is well known as a fluorescence quencher, fluorescent chromophores that contain the nitro group have also emerged, with 3-nitrophenothiazine being recently reported to have 100 % emission quantum yield in nonpolar solvents. The diverse characters of nitro-containing chromophores motivated us to systematically review those chromophores with nitro substituents, their associated photophysical properties, and applications. In this Review, we succinctly elaborate the advance of the fluorescent nitro chromophores in fields of intramolecular charge transfer, fluorescent probes and nonlinear properties. Special attention is paid to the rationalization of the associated emission spectroscopy, so that the readers can gain insights into the structure-photophysics relationship and hence gain insights for the strategic design of nitro chromophores.

Keywords: chromophores; fluorescence; nitro groups; photophysics; quantum yields.

Publication types

  • Review
  • Research Support, Non-U.S. Gov't