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Chemistry of unsaturated arenetricarbonylchromium compounds 1. Reaction of (η6-arene)tricarbonylchromium complexes of nitrones with methyl phenylpropiolate

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Abstract

The reactions of nitrones of the composition (CO)3CrC6H5CH=N+(O−)R (R = Me, Ph, or But) with substituted acetylene were studied. The reactions proceed with high regioselectivity and give 4-isoxazolines (yields 50–60%). The composition and structures of these products were characterized by physicochemical methods. The reactions also afford (η6-benzaldehyde)tricarbonylchromium, coordinated Schiff bases, and azoxy derivatives as thermal decomposition products of the starting nitrones. The reactions of uncoordinated nitrones with methyl phenylpropiolate were also investigated. These reactions produce 4-isoxazolines along with cyclic substituted isoxazolinones.

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Authors and Affiliations

  1. N. I. Lobachevsky Nizhny Novgorod State University, 23 prosp. Gagarina, 603950, Nizhny Novgorod, Russian Federation

    N. Yu. Zarovkina, E. V. Sazonova & A. N. Artemov

  2. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950, Nizhny Novgorod, Russian Federation

    G. K. Fukin

Authors
  1. N. Yu. Zarovkina
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  2. E. V. Sazonova
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  3. A. N. Artemov
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  4. G. K. Fukin
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Correspondence to N. Yu. Zarovkina.

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According to the materials of the International Conference “Organometallic and Coordination Chemistry: Fundamental and Applied Aspects” (September 1–7, 2013, Nizhny Novgorod).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0970–0975, April, 2014.

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Zarovkina, N.Y., Sazonova, E.V., Artemov, A.N. et al. Chemistry of unsaturated arenetricarbonylchromium compounds 1. Reaction of (η6-arene)tricarbonylchromium complexes of nitrones with methyl phenylpropiolate. Russ Chem Bull 63, 970–975 (2014). https://doi.org/10.1007/s11172-014-0535-5

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  • DOI: https://doi.org/10.1007/s11172-014-0535-5

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