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Replacement of chlorine atoms in 3,6-di-tert-butyl-4,5-dichloro-o-benzoquinone in reactions with alkali metal gem-dithiolates. New o-quinones and their properties

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Abstract

Sterically hindered o-quinones functionalized with additional chelating groups were synthesized by the reaction of 3,6-di-tert-butyl-4,5-dichloro-o-benzoquinone with geminal dithiolates. The spin density distribution in reduced anion-radical derivatives of the new compounds was studied by EPR spectroscopy in order to reveal the possibilities of electronic communication between the coordination sites of the ditopic ligand. o-Quinones bearing the annulated thiete ring were synthesized and characterized.

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Correspondence to V. A. Kuropatov.

Additional information

Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 90th birthday.

Published in Russian in Izyestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 114–125, January, 2022.

This study was financially supported by the Russian Foundation for Basic Research (Project No. 19-29-08039 mk). The work was carried out using the equipment of the Center for Collective Use “Analytical Center of the IOMC RAS” with the financial support of the grant “Ensuring the Development of the Material and Technical Infrastructure of the Centers for Collective Use of Scientific Equipment” (unique identifier RF-2296.61321X0017, agreement number 075-15-2021-670).

No human or animal subjects were used in this research.

The authors declare no competing interests.

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Norkov, S.V., Shurygina, M.P., Shavyrin, A.S. et al. Replacement of chlorine atoms in 3,6-di-tert-butyl-4,5-dichloro-o-benzoquinone in reactions with alkali metal gem-dithiolates. New o-quinones and their properties. Russ Chem Bull 71, 114–125 (2022). https://doi.org/10.1007/s11172-022-3384-7

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  • DOI: https://doi.org/10.1007/s11172-022-3384-7

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