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Electrochemical properties and reactivity of organonickel sigma-complex [NiBr(Mes)(bpy)] (Mes = 2,4,6-trimethylphenyl, bpy = 2,2′-bipyridine)

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Abstract

Electrochemical properties and reactivity of electrochemically activated forms of organonickel sigma-complex [NiBr(Mes)(bpy)] (where Mes = 2,4,6-trimethylphenyl, bpy = 2,2′-bipyridine) were studied. The activation of the organonickel sigma-complex was found to proceed under both electrochemical reduction and oxidation conditions to give coordinatively unsaturated forms of the complex: radical [Ni(Mes)(bpy)]• and cationic complex [Ni(Mes)(bpy)]+, respectively. It was shown experimentally that the active forms of organonickel complex [NiBr(Mes)(bpy)] can react with organic substrates (cyclohexene, octene-1, tetrahydrofuran) and convert nitriles (acetonitrile, acetonitrile-d 3, chloroacetonitrile) into corresponding imines containing 2,4,6-trimethylphenyl fragment.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, ul. Akademika Arbuzova 8, Kazan, 420088, Russia

    I. F. Sakhapov, Z. N. Gafurov, V. M. Babaev, R. R. Mukhametbareev, I. Kh. Rizvanov, O. G. Sinyashin & D. G. Yakhvarov

  2. Kazan Federal University, ul. Kremlevskaya 18, Kazan, 420008, Russia

    I. F. Sakhapov, Z. N. Gafurov & D. G. Yakhvarov

  3. Institute of Problems in Chemical Physics, Russian Academy of Sciences, pr. Semenova 1, Chernogolovka, Moscow region, 132432, Russia

    V. A. Kurmaz

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  1. I. F. Sakhapov
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  2. Z. N. Gafurov
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  3. V. M. Babaev
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  4. V. A. Kurmaz
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  5. R. R. Mukhametbareev
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  6. I. Kh. Rizvanov
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  7. O. G. Sinyashin
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  8. D. G. Yakhvarov
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Correspondence to D. G. Yakhvarov.

Additional information

Original Russian Text © I.F. Sakhapov, Z.N. Gafurov, V.M. Babaev, V.A. Kurmaz, R.R. Mukhametbareev, I.Kh. Rizvanov, O.G. Sinyashin, D.G. Yakhvarov, 2015, published in Elektrokhimiya, 2015, Vol. 51, No. 11, pp. 1197–1205.

Presented at the 18th AllRussian Conference on Organic Electrochemistry, Tambov, September 15–19, 2014.

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Sakhapov, I.F., Gafurov, Z.N., Babaev, V.M. et al. Electrochemical properties and reactivity of organonickel sigma-complex [NiBr(Mes)(bpy)] (Mes = 2,4,6-trimethylphenyl, bpy = 2,2′-bipyridine). Russ J Electrochem 51, 1061–1068 (2015). https://doi.org/10.1134/S1023193515110142

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  • DOI: https://doi.org/10.1134/S1023193515110142

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