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Synthesis of o-benzoquinones annulated with 2-thioxo-1,3-dithiole-4,5-dithiolate fragment. Dioxolene ligands bearing non-planar geometry

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Abstract

A procedure has been developed for the annulation of a 2-(thi)oxo-1,3-dithiole-4,5-dithiolate fragment to 3,6-di-tert-butyl-o-benzoquinone. The resulting o-quinones have a significant asymmetry with respect to the plane of the chelate dioxolene site, which can be used in the targeted design of the coordination environment of metal ions in complexes. Isomeric manganese adducts containing dioxolene, carbonyl, and phosphine ligands, which differ in the location of the asymmetric o-quinone ligand, have been characterized by EPR spectroscopy.

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Funding

This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-29-08039-mk) using the equipment of the Center for Collective Use “Analytical Center of the Institute of Organometallic Chemistry of the Russian Academy of Sciences” (Grant “Provision of the development of the material and technical infrastructure of centers for collective use with scientific equipment”, RF 2296.61321X0017).

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Authors and Affiliations

  1. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950, Box-445, Nizhny Novgorod, Russia

    S. V. Norkov, E. V. Baranov, M. V. Arsenyev, V. A. Kuropatov & V. K. Cherkasov

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  1. S. V. Norkov
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  2. E. V. Baranov
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  3. M. V. Arsenyev
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  4. V. A. Kuropatov
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Corresponding author

Correspondence to V. A. Kuropatov.

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Dedicated to the Academician of the Russian Academy of Sciences V. I. Ovcharenko on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1488–1496, July, 2022.

No human or animal subjects were used in this research.

The authors declare no competing interests.

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Norkov, S.V., Baranov, E.V., Arsenyev, M.V. et al. Synthesis of o-benzoquinones annulated with 2-thioxo-1,3-dithiole-4,5-dithiolate fragment. Dioxolene ligands bearing non-planar geometry. Russ Chem Bull 71, 1488–1496 (2022). https://doi.org/10.1007/s11172-022-3555-6

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