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

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

Journal

Molecules
, E-ISSN: 1420-3049

Output data

Year: 2022, Volume: 27, Number: 6, Pages: 1922 Pages count : 1 DOI: 10.3390/molecules27061922

Tags

nitroxides; nitrones; organometallic compounds; pyrrolidine; reduction kinetics

Authors

Taratayko Andrey I. ¹ , Glazachev Yurii I. ² , Eltsov Ilia V. ³ , Chernyak Elena I. ¹ , Kirilyuk Igor A. ¹

Affiliations

1	N.N. Vorozhtsov Institute of Organic Chemistry SB RAS
2	Voevodsky Institute of Chemical Kinetics and Combustion SB RAS
3	Department of Natural Sciences, Novosibirsk State University

Funding (1)

Российский Научный Фонд

21-73-00281

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.

Taratayko A.I. , Glazachev Y.I. , Eltsov I.V. , Chernyak E.I. , Kirilyuk I.A.
3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains
Molecules. 2022. V.27. N6. P.1922. DOI: 10.3390/molecules27061922 WOS РИНЦ

Submitted:	Feb 18, 2022
Accepted:	Mar 15, 2022
Published online:	Mar 16, 2022

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