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Synthesis and complexing properties of phosphorylated imines of 8-formyl-7-hydroxycoumarin

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Abstract

Condensation of o-(diphenylthiophosphoryl)aniline with 8-formyl-7-hydroxy-4-methylcoumarin yields the Schiff base capable of acting as a tridentate monoanionic ligand upon coordination with the ReI and PdII ions. The corresponding palladium complex shows high catalytic activity in the Suzuki cross-couplings of aryl bromides with phenylboronic acid. The analogous P(O)-substituted ligand was not isolated in the pure form; however, using template-assisted method, its κ3-O,N,O-zinc complex was synthesized; this complex is luminescent in the MeCN solution at 20 ℃.

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Authors and Affiliations

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

    D. V. Aleksanyan, O. I. Artyushin, G. K. Genkina, Yu. V. Nelyubina, N. E. Shepel, Z. S. Klemenkova, L. V. Gumileva & V. A. Kozlov

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

    A. A. Vasil’ev

Authors
  1. D. V. Aleksanyan
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  2. O. I. Artyushin
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  3. G. K. Genkina
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  4. A. A. Vasil’ev
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  5. Yu. V. Nelyubina
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  6. N. E. Shepel
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  7. Z. S. Klemenkova
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  8. L. V. Gumileva
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  9. V. A. Kozlov
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Correspondence to D. V. Aleksanyan.

Additional information

Dedicated to Academician of the Russian Academy of Sciences Yu. N. Bubnov on the occasion of his 80th birthday and the 60th anniversary of the foundation of A. N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2309–2316, October, 2014.

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Aleksanyan, D.V., Artyushin, O.I., Genkina, G.K. et al. Synthesis and complexing properties of phosphorylated imines of 8-formyl-7-hydroxycoumarin. Russ Chem Bull 63, 2309–2316 (2014). https://doi.org/10.1007/s11172-014-0740-2

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  • DOI: https://doi.org/10.1007/s11172-014-0740-2

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