Photochromic and Ionochromic Properties of N,N�-Cyclic Azomethine Imines

  • Vladimir A. Bren Institute of Physical and Organic Chemistry, Southern Federal University, Rostov on Don, Russian Federation.
  • Alexander D. Dubonosov Federal Research Centre the Southern Scientific Centre of the Russian Academy of Sciences, Rostov on Don, Russian Federation.
  • Oksana S. Popova Institute of Physical and Organic Chemistry, Southern Federal University, Rostov on Don, Russian Federation.
Keywords: Photochromic properties, ionochromic properties, cyclic azomethine imines, photochromic compounds

Abstract

Photochromic 5-phenylpyrazolidin-3-one-basedazomethine imines containing 2-benzylidene 1, 2-(3-nitrobenzylidene) 2, 2-(4-nitrobenzylidene) 3, 2-((1H-imidazol-2-yl)methylene) 4, 2-(pyridin-2-ylmethylene) 5, 2-(quinolin-2-ylmethylene) 6 and 2-((8-hydroxyquinolin-2-yl)methylene) 7 substituents were synthesized. All the compounds exist in the ring-opened O forms. Under irradiation with light of 365 nm, compounds 1-7 undergo thermally reversible isomerization into ring-closed bicyclic diaziridine isomers C. Azomethine imines 4-6 exhibit properties of ion-active molecular off-on switches of fluorescence when interacting with F- or AcO- anions. Compound 7 represents bifunctional chemosensor demonstrating a colorimetric naked-eye effect for Ni2+cation and complete fluorescence quenching in the presence of H+, F and CN ions.

Published
2020-04-03
How to Cite
Bren, V. A., Dubonosov, A. D., & Popova, O. S. (2020). Current Research and Development in Chemistry Vol. 1, 18-28. Retrieved from https://stm1.bookpi.org/index.php/crdc-v1/article/view/1179
Issue
Current Research and Development in Chemistry Vol. 1
Section
Chapters