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Effect of the Structure of C,N-Chelate Diaminocarbene Palladium(II) Complexes on Their Catalytic Activity in the Sonogashira Reaction

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Abstract

The catalytic activity of C,N-chelate diaminocarbene palladium(II) complexes containing a 3,4-diaryl-1H-pyrrol-2,5-diimine fragment in a copper-free Sonogashira reaction was studied. Reactions catalyzed by C,N-chelate diaminocarbene palladium(II) complexes do not require preliminary degassing, since such catalysts are air- and moisture-stable. In this work, comparative analysis of the catalytic activity of two types of C,N-chelate diaminocarbene complexes containing, along with the diaminocarbene ligand, isonitrile and chloride or two chloride ligands in the inner coordination sphere has been carried out. The steric and electronic effects of the substituents in the catalyst on the reaction yield has been studied.

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ACKNOWLEDGMENTS

The work was performed using the equipment of the Magnetic Resonance Research Center, St. Petersburg State University.

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  1. St. Petersburg State University, 199034, St. Petersburg, Russia

    D. V. Boyarskaya & T. G. Chulkova

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  1. D. V. Boyarskaya
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  2. T. G. Chulkova
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Correspondence to T. G. Chulkova.

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Boyarskaya, D.V., Chulkova, T.G. Effect of the Structure of C,N-Chelate Diaminocarbene Palladium(II) Complexes on Their Catalytic Activity in the Sonogashira Reaction. Russ J Org Chem 56, 1937–1941 (2020). https://doi.org/10.1134/S107042802011007X

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  • DOI: https://doi.org/10.1134/S107042802011007X

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