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Reactions of the paramagnetic quaternary Mannich base in an alkaline medium

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Abstract

The catalytic action of aqueous NaOH at 20 °C on 2,2,6,6-tetramethyl-3-(N-methyl-piperidiniomethyl)-4-oxopiperidine 1-oxyl iodide rapidly resulted in the formation (k = 57 L mol−1 s−1) of a paramagnetic ketone with an activated double bond: 2,2,6,6-tetramethyl-3-methylidene-4-oxopiperidine 1-oxyl. The latter underwent slow transformation into a nitroxyl biradical containing an activated double bond and a methylene bridge linking positions 3 and 3′.

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Authors and Affiliations

  1. N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119991, Moscow, Russian Federation

    A. D. Malievskii & A. B. Shapiro

Authors
  1. A. D. Malievskii
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  2. A. B. Shapiro
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Correspondence to A. B. Shapiro.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 421–423, February, 2008.

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Malievskii, A.D., Shapiro, A.B. Reactions of the paramagnetic quaternary Mannich base in an alkaline medium. Russ Chem Bull 57, 431–433 (2008). https://doi.org/10.1007/s11172-008-0068-x

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  • DOI: https://doi.org/10.1007/s11172-008-0068-x

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