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ortho-Diketo carboxylic acids of complicated structure based on bisphenols and 2-(4-fluorobenzoyl)benzoic acid as intermediates for the synthesis of new phthalide-containing acyl dichlorides and related polymers

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Abstract

The nucleophilic substitution reaction of bisphenol A, Phenolphthalein, and resorcinol with 2-(4-fluorobenzoyl)benzoic acid gave previously undescribed diketoacids and their pseudochlorides. New polyarylenediphthalides with two hinged ether groups in the main chain, two of which (based on bisphenol A and resorcinol) exhibit a highly elastic state, were synthesized by the self-condensation of the pseudochlorides.

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Acknowledgments

IR and NMR spectra were recorded using the equipment of the Center for Collective Use “Khimiya” of the Ufa Institute of Chemistry (Ufa Federal Research Center of the Russian Academy of Sciences) and Regional Center for Collective Use “Agidel” (Ufa Federal Research Center of the Russian Academy of Sciences).

Funding

This work was carried out in the framework of the state assignment of the Ministry of Science and Higher Education of the Russian Federation (Projects Nos 122031400279-9 (FMRS-2022-0049), 122031400282-9 (FMRS-2022-0123), 1022033100240-2-1.7.1 (FZWU-2023-0002), and 075-00697-22-00).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 69 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    T. A. Yangirov, N. G. Gileva, A. A. Fatykhov, E. M. Zakharova & V. A. Kraikin

  2. Ufa University of Science and Technology, 32 ul. Zaki Validi, 450076, Ufa, Russian Federation

    E. M. Zakharova

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    S. N. Salazkin

Authors
  1. T. A. Yangirov
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  2. N. G. Gileva
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  3. A. A. Fatykhov
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  4. E. M. Zakharova
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  5. S. N. Salazkin
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  6. V. A. Kraikin
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Corresponding author

Correspondence to V. A. Kraikin.

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No human or animal subjects were used in this research.

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The authors declare no competing interests.

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Dedicated to the memory of Academician of the Russian Academy of Sciences G. A. Tolstikov (1933–2013).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 10, pp. 2492–2500, October, 2023.

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Yangirov, T.A., Gileva, N.G., Fatykhov, A.A. et al. ortho-Diketo carboxylic acids of complicated structure based on bisphenols and 2-(4-fluorobenzoyl)benzoic acid as intermediates for the synthesis of new phthalide-containing acyl dichlorides and related polymers. Russ Chem Bull 72, 2492–2500 (2023). https://doi.org/10.1007/s11172-023-4051-3

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  • DOI: https://doi.org/10.1007/s11172-023-4051-3

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