A reaction of 3,6-di(tert-butyl)-4-chloro-1,2-benzoquinone with potassium ethyl xanthate. New sulfur-containing o-quinones |
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Authors: | V. A. Kuropatov V. K. Cherkasov Yu. A. Kurskii G. K. Fukin L. G. Abakumova G. A. Abakumov |
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Affiliation: | (1) G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950 Nizhnii Novgorod, Russian Federation |
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Abstract: | In a reaction of 3,6-di(tert-butyl)-4-chloro-1,2-benzoquinone with potassium ethyl xanthate, the halogen atom was replaced by the ethyl xanthate group. Acid hydrolysis of the product gave 4,7-di(tert-butyl)-5,6-dihydroxy-1,3-benzodithiol-2-one containing a pyrocatechol fragment, which was oxidized into the corresponding quinone. When irradiated in solution with visible light, this quinone quantitatively eliminated a CO molecule with contraction of the ring to a five-membered one. The quinones obtained were studied as ligands in coordination spheres of metals by ESR spectroscopy. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 683–686, April, 2006. |
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Keywords: | sterically hindered o-quinones and pyrocatechols 1,3-dithiole metal complexes with o-semiquinones |
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