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Vinyl ethers and sulfides containing antioxidant functional groups

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Russian Chemical Bulletin Aims and scope

Abstract

Methods for the synthesis of compounds combining in the molecule fragments of known antioxidants with reactive vinyloxy and vinylthio groups have been developed. Transesterification of methyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionate with 2-(vinyloxy)- or 2-(vinylthio)-ethanol furnished the high yields of 2-(vinyloxy)- and 2-(vinylthio)ethyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionates. The reaction of 2-[(vinyloxy)ethoxymethyl]- and 2-[(vinylthio)-ethoxymethyl]oxiranes with 2,2,6,6-tetramethylpiperidin-4-ol and 4-aminodiphenylamine proceeds with the oxirane ring opening and leads to the corresponding vinyloxy and vinylthio derivatives of 2,2,6,6-tetramethylpiperidin-4-ol and mono- and bisvinyloxy and -vinyl- thio derivatives of 4-aminodiphenylamine at the primary amino group.

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Authors and Affiliations

  1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033, Irkutsk, Russian Federation

    L. N. Parshina, L. A. Oparina, M. Ya. Khil’ko, A. I. Albanov & B. A. Trofimov

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  1. L. N. Parshina
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  2. L. A. Oparina
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  3. M. Ya. Khil’ko
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  4. A. I. Albanov
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  5. B. A. Trofimov
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Correspondence to B. A. Trofimov.

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Dedicated to Academician O. N. Chupakhin on the occasion of his 75th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1185–1191, June, 2009.

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Parshina, L.N., Oparina, L.A., Khil’ko, M.Y. et al. Vinyl ethers and sulfides containing antioxidant functional groups. Russ Chem Bull 58, 1217–1223 (2009). https://doi.org/10.1007/s11172-009-0157-5

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  • DOI: https://doi.org/10.1007/s11172-009-0157-5

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