Formation of a Stable Sulfenic Acid by Hydrolysis of a Thionitrate and a Sulfenyl Bromide

DOI PDF 8 Citations 33 References
  • Kei Goto
    Department of Chemistry, Graduate School of Science, The University of Tokyo
  • Keiichi Shimada
    Department of Chemistry, Graduate School of Science, The University of Tokyo
  • Shunsuke Furukawa
    Department of Chemistry, Graduate School of Science, The University of Tokyo
  • Shinji Miyasaka
    Department of Chemistry, Graduate School of Science, The University of Tokyo
  • Yusuke Takahashi
    Department of Chemistry, Graduate School of Science, The University of Tokyo
  • Takayuki Kawashima
    Department of Chemistry, Graduate School of Science, The University of Tokyo

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Alkaline hydrolysis of a thionitrate and a sulfenyl bromide bearing a bowl-type steric protection group produced a stable sulfenic acid. This provides a conclusive demonstration of these elementary processes. It was shown that a very efficient steric protection group is necessary to prevent the condensation of the sulfenate anion generated during the hydrolysis.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 35 (8), 862-863, 2006-07-01

    Oxford University Press (OUP)

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