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A New Synthetic Approach to Obtaining 2,4,6-Trisubstituted Pyrimidine and Studying Its Thermal, Optical, Electrochemical, and Electrophysical Properties

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Abstract

New substituted 2,4,6-triphenylpyrimidine containing the N,N-dimethylamino group in the para-position of the phenyl ring located at the fourth atom of the diazine ring has been obtained. The synthesis is based on the initial preparation of chalcone and its subsequent reaction with ammonium acetate and aldehyde. The thermal, optical, electrochemical, and electrophysical properties of the synthesized pyrimidine have been studied in detail.

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REFERENCES

  1. S. Achelle, J. Rodríguez-López, and F. R. Guen, “Photoluminescence properties of aryl-, arylvinyl-, and arylethynylpyrimidine derivatives,” Chemistry Select 3, 1852–1886 (2018).

    CAS  Google Scholar 

  2. M. Fecková, P. le Poul, F. Bureš, F. Robin-le Guen, and S. Achelle, “Nonlinear optical properties of pyrimidine chromophores,” Dyes Pigm. 182, 108659 (2020).

    Article  Google Scholar 

  3. G. N. Lipunova, E. V. Nosova, V. N. Charushin, and O. N. Chupakhin, “Functionalized quinazolines and pyrimidines for optoelectronic materials,” Curr. Org. Synth. 15, 793–814 (2018).

    Article  CAS  Google Scholar 

  4. E. V. Verbitskiy, G. L. Rusinov, O. N. Chupakhin, and V. N. Charushin, “Design of fluorescent sensors based on azaheterocyclic push-pull systems towards nitroaromatic explosives and related compounds: A review,” Dyes Pigm. 180, 108414 (2020).

    Article  CAS  Google Scholar 

  5. P. Ganesan, D. G. Chen, J. L. Liao, W. C. Li, Y. N. Lai, D. Luo, and Y. Chi, “Isomeric spiro-[acridine-9,9'-fluorene]-2, 6-dipyridylpyrimidine based TADF emitters: insights into photophysical behaviors and OLED performances,” J. Mater. Chem. 6, 10088–10100.

  6. Q. Zhang, S. Sun, W. Liu, P. Leng, X. Lv, Y. Wang, H. Chen, S. Ye, S. Zhuang, and L. Wang, “integrating TADF luminogens with AIE characteristics using a novel acridine-carbazole hybrid as donor for high-performance and low efficiency roll-off OLEDs,” J. Mater. Chem. 7, 9487–9495.

  7. S. Achelle, J. Rodríguez-López, F. Bureš, and F. Robin-le Guen, “Tuning the photophysical properties of push-pull azaheterocyclic chromophores by protonation: A brief overview of a French-Spanish-Czech Project,” Chem. Record 20, 440–451 (2020).

    Article  CAS  Google Scholar 

  8. S. R. Forrest and M. E. Thompson, “Introduction: Organic electronics and optoelectronics,” Chem. Rev. 107, 923–925 (2007).

    Article  CAS  Google Scholar 

  9. K. Itami, D. Yamazaki, and J. Yoshida, “Pyrimidine-core extended π-systems: General synthesis and interesting fluorescent properties,” J. Am. Chem. Soc. 126, 15396–15397 (2004).

    Article  CAS  PubMed  Google Scholar 

  10. M. Mastalir, M. Glatz, E. Pittenauer, G. Allmaier, and K. Kirchner, “Rhenium-catalyzed dehydrogenative coupling of alcohols and amines to afford nitrogen-containing aromatics and more,” Org. Lett. 21, 1116–1120 (2019).

    Article  CAS  PubMed  Google Scholar 

  11. M. Mastalir, M. Glatz, E. Pittenauer, G. Allmaier, and K. Kirchner, “Sustainable synthesis of quinolines and pyrimidines catalyzed by manganese PNP pincer complexes,” J. Am. Chem. Soc. 138, 15543–15546 (2016).

    Article  CAS  PubMed  Google Scholar 

  12. Z. C. Wu and D. L. Boger, “Synthesis, characterization, and cycloaddition reactivity of a monocyclic aromatic 1,2,3,5-tetrazine,” J. Am. Chem. Soc. 141, 16388–16397 (2019).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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Funding

This work was supported by the Russian Federation Presidential Council for the State Support of Young Scientists and Leading Scientific Schools, MK-4033.2022.1.3.

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Correspondence to D. G. Slobodinyuk.

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The authors of this work declare that they have no conflicts of interest.

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Translated by O. Polyakov

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Slobodinyuk, D.G., Lunegov, I.V., Mayorova, O.A. et al. A New Synthetic Approach to Obtaining 2,4,6-Trisubstituted Pyrimidine and Studying Its Thermal, Optical, Electrochemical, and Electrophysical Properties. Polym. Sci. Ser. D 16, 537–542 (2023). https://doi.org/10.1134/S1995421223030401

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  • DOI: https://doi.org/10.1134/S1995421223030401

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