EFFECTIVE pH SENSORS BASED ON 1-(ANTHRACEN-9-YLMETHYL)-1<i>H</i>-BENZIMIDAZOL-2-AMINE

Authors

  • И. Е. Толпыгин Research Institute of Physical and Organic Chemistry at Southern Federal University
  • Ю. В. Ревинский Research Institute of Physical and Organic Chemistry at Southern Federal University
  • А. Г. Стариков Southern Scientific Center, Russian Academy of Sciences
  • А. Д. Дубоносов Research Institute of Physical and Organic Chemistry at Southern Federal University
  • В. А. Брень Southern Scientific Center, Russian Academy of Sciences
  • В. И. Минкин Research Institute of Physical and Organic Chemistry at Southern Federal University; Southern Scientific Center, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1368

Keywords:

azomethines, benzimidazol-2-amines, fluorescent chemosensors, quantum-chemical calculations

Abstract

1-(Anthracen-9-ylmethyl)-1H-benzimidazol-2-amine was synthesized by alkylation of benzimidazol-2 amine with 9-chloromethylanthracene, and a series of azomethines based on it was obtained. Spectral investigations of the 9-anthrylmethylbenzimidazole derivatives revealed their high chemosensor activity with respect to hydrogen cations. Quantum-chemical investigation of the structures obtained showed that they possess high proton affinity and can be regarded as analogs of "proton sponges".

Authors: I. E. Tolpygin, Yu. V. Revinskii, A. G. Starikov, A. D. Dubonosov, V. A. Bren, and V. I. Minkin.

English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (10), pp 1230-1236

http://link.springer.com/article/10.1007/s10593-012-0898-1

Downloads

Published

2013-12-13

Issue

No. 10 (2011)

Section

Original Papers