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Synthesis
DOI: 10.1055/a-2675-3787
Paper
Published as part of the Special Topic Romanian Chemists in Synthesis

Light-Responsive Oxadiazole-Based (Hetero)aryl-azobenzenes

Authors

  • Bogdan C. Enache‡

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)
    2   SC Microsin SRL,51–63 Pericle Papahagi Street, 032364 Bucharest, Romania

  • Adela F. Simene‡

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)
    2   SC Microsin SRL,51–63 Pericle Papahagi Street, 032364 Bucharest, Romania

  • Anamaria Hanganu

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)
    3   “C. D. Nenitzescu” Institute of Organic and Supramolecular Chemistry of the Romanian Academy, 202B Spl. Independenţei, 060023 Bucharest, Romania

  • Cristina Tablet

    4   Faculty of Pharmacy, Titu Maiorescu University, Gh. Sincai Bd. 16, 040317 Bucharest, Romania

  • Augustin M. Mădălan

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)

  • Codruta C. Popescu

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)

  • Mihaela Matache 

    1   Faculty of Chemistry, Department of Inorganic and Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, University of Bucharest, 90 Panduri Street, RO-050663 Bucharest, Romania (Ringgold ID: RIN61783)
    5   Faculty of Interdisciplinary Studies, University of Bucharest, 6 Transilvania Street, District 1, Bucharest, Romania

This work was partially supported by Romanian Ministry of Education and Research, PNRR/2022/C9/MCID/I8, project number CF 760056/23.05.2023, code 235/29.11.2022. University of Bucharest - UniRem project no. 244 is also gratefully acknowledged.
Supported by: University of Bucharest
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Dedication

Dedicated to our dearest Prof. Ileana C. Farcasanu on the occasion of her 65th anniversary.

Abstract

Switching molecules under light irradiation has become a very popular topic to attain interconvertible states with different properties. Fine-tuning of molecular structures can lead to very interesting compounds and by combining various motifs, novel light-responsive molecules can be prepared. We describe herein the design and synthesis of novel (hetero)aryl-azo derivatives in the form of oxadiazole-decorated azobenzenes and oxadiazole-based aryl-azopyrazoles. We studied the behavior of the synthesized compounds under light irradiation, both in terms of photoswitching and emissive properties.

Keywords

Photoswitches - Fluorescence - 1,3,4-Oxadiazole - Arylazopyrazole - Azobenzene

Supplementary Material



Publication History

Received: 02 June 2025

Accepted after revision: 03 August 2025

Accepted Manuscript online:
03 August 2025

Article published online:
02 October 2025

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