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Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series

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Abstract

Method for the synthesis of m-and p-isomers of 4-[2-(ethynylphenyl)vinyl]-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides by the cross-coupling of 4-[2-(3-iodophenyl)vinyl]-and 4-[2-(4-iodophenyl)vinyl]-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxides with (trimethylsilyl)acetylene followed by desilylation was elaborated. The reactions at the CH-fragment of the ethynyl group were performed. The Mannich reaction proceeds with the loss of a spin label, whereas the oxidative homocoupling, with its retention.

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Authors and Affiliations

  1. Institute of Chemical Kinetics and Combustion of the Siberian Branch of the Russian Academy of Sciences, 3 ul. Institutskaya, 630090, Novosibirsk, Russian Federation

    O. L. Krivenko & S. F. Vasilevskii

Authors
  1. O. L. Krivenko
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  2. S. F. Vasilevskii
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Correspondence to S. F. Vasilevskii.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2051–2054, October, 2007.

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Krivenko, O.L., Vasilevskii, S.F. Synthesis and properties of the first representatives of terminal acetylenes in 3-imidazoline-1-oxyl 3-oxide series. Russ Chem Bull 56, 2123–2126 (2007). https://doi.org/10.1007/s11172-007-0333-4

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  • DOI: https://doi.org/10.1007/s11172-007-0333-4

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