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Reactivity of phthalocyanine precursors

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Abstract

A higher reactivity of 4-nitrophthalonitrile as compared to phthalonitrile and 4-amino-phthalonitrile in the reaction with sodium methoxide in methanol was demonstrated by theoretical (semiempirical, ab initio calculations) and experimental methods. The regioisomeric composition of substituted methoxyiminoisoindolenines was studied by analysis of products of their reaction with p-toluidine. The higher reactivity of 3-imino-1-methoxyisoindolenine as compared to 1,3-diiminoisoindoline in the reactions with nucleophilic agents (ammonia, p-toluidine) was shown by semiempirical calculations and kinetic methods.

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Authors and Affiliations

  1. Ivanovo State University of Chemistry and Technology, 7 Sheremetevskii prosp., 153000, Ivanovo, Russian Federation

    A. V. Lyubimtsev, N. V. Zheglova, E. N. Smirnova & S. A. Syrbu

  2. Research Institute of Macroheterocyclic Compounds, 7 Sheremetevskii prosp., 153000, Ivanovo, Russian Federation

    A. V. Lyubimtsev & S. A. Syrbu

Authors
  1. A. V. Lyubimtsev
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  2. N. V. Zheglova
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  3. E. N. Smirnova
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  4. S. A. Syrbu
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Correspondence to A. V. Lyubimtsev.

Additional information

Based on the materials of the XXVI International Chugaev Conference on Coordination Chemistry (October 6—10, 2014, Kazan).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1933—1941, August, 2015.

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Lyubimtsev, A.V., Zheglova, N.V., Smirnova, E.N. et al. Reactivity of phthalocyanine precursors. Russ Chem Bull 64, 1933–1941 (2015). https://doi.org/10.1007/s11172-015-1096-y

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  • DOI: https://doi.org/10.1007/s11172-015-1096-y

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