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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)

1 Российский Научный Фонд 21-73-00281

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.
Cite: 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 OpenAlex
Dates:
Submitted: Feb 18, 2022
Accepted: Mar 15, 2022
Published online: Mar 16, 2022
Identifiers:
Web of science: WOS:000774374100001
Elibrary: 48419935
OpenAlex: W4220939429
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