Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross-Coupling Reactions

Pavel V. Petunin, Ekaterina A. Martynko, Marina E. Trusova, Maxim S. Kazantsev, Tatyana V. Rybalova, Rashid R. Valiev, Mikhail N. Uvarov, Evgeny A. Mostovich, Pavel S. Postnikov

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

A general and effective method for the synthesis of 3-phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl-substituted radicals have been solved by X-ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N-2 and C-6 substituents were functionalized through Sonogashira coupling.

Original languageEnglish
Pages (from-to)4802-4811
Number of pages10
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number34
DOIs
Publication statusPublished - 16 Sep 2018

Keywords

  • Cross-coupling
  • Density functional calculations
  • Nitrogen heterocycles
  • Verdazyl radicals

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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