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(Tetramethylcyclobutadiene)cobalt complexes 10. Synthesis of arene complexes [(C4Me4)Co(arene)]+ and mechanism of the arene exchange reaction

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Abstract

Exposure of complex [(η-C4Me4)Co(η-C6H6)]+ (2a) to visible light in the presence of benzene or cycloheptatriene derivatives in CH2Cl2 led to the cations [(η-C4Me4)Co(arene)]+ (2b-h; arene is toluene (b), m-xylene (c), p-xylene (d), mesitylene (e), durene (f), phenol (g), anisole (h)) and [(η-C4Me4)Co(η6-C7H8)]+ (4) as a result of the arene exchange. Cation 2e was also obtained upon reflux of compound 2a and mesitylene in the presence of a catalytic amount of acetonitrile. The process of the thermal exchange of arene in complex 2a was analyzed using the DFT calculations. The reaction of acetonitrile derivative [(η-C4Me4)Co(MeCN)3]+ (3) with sterically hindered hexamethylbenzene, as well as indene and indole allowed us to synthesize cations [(η-C4Me4)Co(η-C6Me6)]+ (2i), [(η-C4Me4)Co(η6-indene)]+ (5), and [(η-C4Me4)Co(η6-indene)]+ (6). Complexes [(η-C4Me4)Co(η-C6H5C(O)Me)]+ (2k) and [(η-C4Me4)Co(η-1,4-C6H4Cl2)]+ (2l) were obtained by the reaction of [Cb*CoI]2 with acetophenone or dichlorobenzene in the presence of thallium salts. The structures of complexes [2a]PF6 and [4]PF6 were determined by X-ray diffraction.

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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. A. Loginov, E. V. Mutsenek, Z. A. Starikova, E. A. Petrovskaya & A. R. Kudinov

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  1. D. A. Loginov
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  2. E. V. Mutsenek
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  3. Z. A. Starikova
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  4. E. A. Petrovskaya
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  5. A. R. Kudinov
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Correspondence to A. R. Kudinov.

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

For part 9, see Ref. 1.

Deceased

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2290–2298, October, 2014.

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Loginov, D.A., Mutsenek, E.V., Starikova, Z.A. et al. (Tetramethylcyclobutadiene)cobalt complexes 10. Synthesis of arene complexes [(C4Me4)Co(arene)]+ and mechanism of the arene exchange reaction. Russ Chem Bull 63, 2290–2298 (2014). https://doi.org/10.1007/s11172-014-0737-x

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