Synthesis of new D-A-D type fluorophers based on aryl(hetaryl)substituted pyrimidines

Authors

  • D.G. Slobodinyuk Institute of Technical Chemistry UB RAS
  • T.E. Oshchepkova Institute of Technical Chemistry UB RAS
  • G.V. Chernova Institute of Technical Chemistry UB RAS
  • E.V. Shklyaeva Perm State National Research University
  • G.G. Abashev Institute of Technical Chemistry UB RAS, Perm State National Research University

DOI:

https://doi.org/10.7242/2658-705X/2022.3.3

Keywords:

pyrimidine, D-A-D chromophores, fluorescence spectroscopy, cyclic voltammetry, HOMO/LUMO

Abstract

New aryl(hetaryl)substituted pyrimidines were synthesized from 1,3-disubstituted chalcone obtained by aldol-crotonic condensation of 4-N,N-dimethylaminoacetophenone and 4-(dimethylamino)benzaldehyde in an alcoholic-alkaline medium at room temperature. The use of two different nucleophiles in the reaction with chalcone made it possible to obtain two new 2,4,6-trisubstituted pyrimidines containing either a 4-(9H-carbazol-9-yl)phenyl substituent or a pyrrole fragment in the second carbon position of the diazine ring. The structures of the compounds were confirmed by NMR and IR spectroscopy and elemental analysis. The thermal, optical and electrochemical properties of the synthesized pyrimidines were studied in this work. It has been proven that the compounds are characterized by a high glass transition temperature, as well as blue fluorescence. In addition, the presented structures have a narrow band gap and a deep level of the highest occupied molecular orbital.

Supporting Agencies
Исследование поддержано Советом при Президенте Российской Федерации по государственной поддержке молодых ученых и ведущих научных школ (МК-4033.2022.1.3). Работа выполнена в рамках госзадания № 122012500098-4.

Author Biographies

  • D.G. Slobodinyuk, Institute of Technical Chemistry UB RAS

    кандидат химических наук, научный сотрудник

  • T.E. Oshchepkova, Institute of Technical Chemistry UB RAS

    инженер

  • G.V. Chernova, Institute of Technical Chemistry UB RAS

    кандидат технических наук, ученый секретарь

  • E.V. Shklyaeva, Perm State National Research University

    кандидат химических наук, доцент

  • G.G. Abashev, Institute of Technical Chemistry UB RAS, Perm State National Research University

    доктор химических наук, ведущий научный сотрудник

References

Downloads

Published

2022-10-24

Issue

No. 3 (2022)

Section

Research: theory and experiment

How to Cite

Slobodinyuk, D., Oshchepkova, T., Chernova, G., Shklyaeva, E., & Abashev, G. (2022). Synthesis of new D-A-D type fluorophers based on aryl(hetaryl)substituted pyrimidines . Perm Federal Research Centre Journal, 3, 25-34. https://doi.org/10.7242/2658-705X/2022.3.3