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Metal phosphinohydrazone complexes

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Abstract

The reaction of benzophenone hydrazone with chlorodiphenylphosphine in the presence of triethylamine affords the monophosphino derivative Ph2C=N-N(H)PPh2(1). The lithiation of 1 with one equivalent of MeLi produces the stable salt Ph2C=N-N(Li)PPh2, and the addition of the second equivalent of MeLi results in the lithiation of the aromatic ring of the Ph2C group followed by the cyclization to lithium-substituted diazaphosphinine. The treatment of the latter with chlorotrimethylsilane furnishes 1,4-diphenyl-2-trimethylsilyl-1,2-dihydrobenzo-[d][1,2,3]diazaphosphinine. Phosphinohydrazone 1 gives 2: 1 complexes with cobalt and nickel bromides, which were characterized by X-ray diffraction. The migratory insertion of the Ph2P group into the N-N bond was not observed in phosphinohydrazone derivatives, as opposed to phosphinohydrazides M-NR-NR-PPh2 (M is metal).

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Authors and Affiliations

  1. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603137, Nizhny Novgorod, Russian Federation

    Yu. S. Panova, A. V. Sheyanova, V. V. Sushev, N. V. Zolotareva, A. V. Cherkasov & A. N. Kornev

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  1. Yu. S. Panova
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  2. A. V. Sheyanova
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  3. V. V. Sushev
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  4. N. V. Zolotareva
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  5. A. V. Cherkasov
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  6. A. N. Kornev
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Correspondence to Yu. S. Panova.

Additional information

The study was carried out within the framework of the Russian Federation state assignement using equipment of the Analytical Center of the G. A. Razuvaev Institute of Organometallic Chemistry of the Russian Academy of Sciences and was financially supported by the Federal Target Program “Research and Development in Priority Fields of the Science and Technology Complex of Russia for 2014–2020” (unique project identifier RFMEFI62120X0040).

Russian Chemical Bulletin, International Edition, Vol. 69, No. 10, pp. 1897–1906, October, 2020

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1897–1906, October, 2020.

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Panova, Y.S., Sheyanova, A.V., Sushev, V.V. et al. Metal phosphinohydrazone complexes. Russ Chem Bull 69, 1897–1906 (2020). https://doi.org/10.1007/s11172-020-2976-3

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  • DOI: https://doi.org/10.1007/s11172-020-2976-3

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