Synthesis and reactions of a symmetric paramagnetic pyrrolidine diene

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63 Citations (Scopus)

Abstract

Symmetric paramagnetic diene 6 was prepared and proved to be a useful intermediate in 1,4-addition, cheletropic, and Diels-Alder reactions. These methods were used for the synthesis of both aromatic 10, 12 heteroaromatic 15, 23 and heterocyclic ring fused nitroxide rings 7, 14, 16, 25a, 25b. The symmetric dibromo compound 20 led to homobifunctional spin label reagents 21, 22b, 24a, 24b, 27a, 27b heterobifunctional reagents 26a, 28a and to double sensor reagents 26b, 28b.

Original languageEnglish
Pages (from-to)973-980
Number of pages8
JournalSynthesis
Issue number6
DOIs
Publication statusPublished - Jan 1 1999

Keywords

  • 1,4- addition
  • Diels-Alder reactions
  • Dienes
  • Paramagnetic heterocycles
  • Stable free radicals

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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