3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains

Andrey I. Taratayko, Yurii I. Glazachev, Ilia V. Eltsov, Elena I. Chernyak, Igor A. Kirilyuk

Research output: Contribution to journalArticlepeer-review

Abstract

Pyrrolidine nitroxides with four bulky alkyl substituents adjacent to N–O group are known for their high resistance to bioreduction. The 3,4-unsubstituted 2-tert-butyl-2-ethylpyrrolidine-1-oxyls were prepared from the corresponding 2-tert-butyl-1-pyrroline-1-oxides via either the addition of ethinylmagnesium bromide with subsequent hydrogenation or via treatment with ethyllithium. The new nitroxides showed excellent stability to reduction with ascorbate with no evidence for additional large hyperfine couplings in the EPR spectra.

Original languageEnglish
Article number1922
JournalMolecules
Volume27
Issue number6
DOIs
Publication statusPublished - 1 Mar 2022

Keywords

  • nitrones
  • nitroxides
  • organometallic compounds
  • pyrrolidine
  • reduction kinetics
  • Ascorbic Acid
  • Bromides
  • Pyrrolidines
  • Dietary Fiber
  • Hydrogenation

OECD FOS+WOS

  • 1.04 CHEMICAL SCIENCES
  • 1.06.CQ BIOCHEMISTRY & MOLECULAR BIOLOGY

Fingerprint

Dive into the research topics of '3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains'. Together they form a unique fingerprint.

Cite this