Synthesis and structure of (Nitronyl nitroxide-2-ido)(tert-butyldiphenylphosphine)gold(i) and-(di(tert-butyl)phenylphosphine)gold(i) derivatives; their comparative study in the cross-coupling reaction

Igor Zayakin, Irina Bagryanskaya, Dmitri Stass, Maxim Kazantsev, Evgeny Tretyakov

Research output: Contribution to journalArticlepeer-review

Abstract

We synthesized two new organogold derivatives of a nitronyl nitroxide (NN) with phosphine ligands, namely NN-Au-PtBuPh2 and NN-Au-PtBu2Ph. They were characterized by X-ray diffraction analysis, cyclic voltammetry, and ESR, IR, and UV/Vis spectroscopy. The X-ray structural analysis revealed a tendency of the NN moiety to form a large number of short intermolecular contacts. This phenomenon is related to the anionic nature of the paramagnetic group NN, as evidenced by a significantly lower oxidation potential in comparison with purely organic derivatives of NN radicals. The cross-coupling reaction of NN-Au-PPh3, NN-Au-PtBuPh2, or NN-Au-PtBu2Ph with an activated bromoarene, namely, p-BrC6H4NO2, was investigated. It was shown that regardless of the presence of the bulky tert-butyl substituent, all gold derivatives have similar activities in the cross-coupling reaction and give a cross-coupling product, NN-C6H4NO2, with comparable yields.

Original languageEnglish
Article number770
Pages (from-to)1-12
Number of pages12
JournalCrystals
Volume10
Issue number9
DOIs
Publication statusPublished - Sep 2020

Keywords

  • ESR spectroscopy
  • Nitronyl nitroxide
  • Organogold derivatives
  • Pd(0)-catalyzed cross-coupling
  • X-ray diffraction analysis
  • nitronyl nitroxide
  • NITRONYL
  • RADICALS
  • organogold derivatives

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