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New azo dyes based on 8-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline and N-substituted tetrazoles

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Abstract

A new procedure for the synthesis of azo dyes based on 8-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline and 1- or 2-substituted tetrazoles results in a crucial increase in the yields of the target compounds. The structures of the synthesized dyes containing Me, But, and Ad substituents at the 1 and 2 positions of the tetrazole moiety were established by NMR spectroscopy and X-ray diffraction analysis. The most stable conformations of the dyes depending on the substituent and the solvent were determined. The electronic absorption spectra in different solvents were characterized experimentally and theoretically.

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Funding

This work was performed within the framework of the state assignment of the N. M. Emanuel Institute of Biochemical Physics of the Russian Academy of Sciences (Theme No. 1201253303).

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russia

    E. N. Khodot & A. I. Samigullina

  2. N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119334, Moscow, Russia

    G. V. Golovina, E. N. Timokhina, I. I. Levina, V. A. Kuzmin & T. D. Nekipelova

Authors
  1. E. N. Khodot
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  2. G. V. Golovina
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  3. E. N. Timokhina
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  4. A. I. Samigullina
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  5. I. I. Levina
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  6. V. A. Kuzmin
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  7. T. D. Nekipelova
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Corresponding author

Correspondence to T. D. Nekipelova.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2207–2217, October, 2022.

No human or animal subjects were used in this research.

The authors declare no competing interests. References

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Khodot, E.N., Golovina, G.V., Timokhina, E.N. et al. New azo dyes based on 8-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline and N-substituted tetrazoles. Russ Chem Bull 71, 2207–2217 (2022). https://doi.org/10.1007/s11172-022-3647-3

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  • DOI: https://doi.org/10.1007/s11172-022-3647-3

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