Research output: Contribution to journal › Article › peer-review
3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains. / Taratayko, Andrey I.; Glazachev, Yurii I.; Eltsov, Ilia V. et al.
In: Molecules, Vol. 27, No. 6, 1922, 01.03.2022.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - 3,4-Unsubstituted 2-tert-Butyl-pyrrolidine-1-oxyls with Hydrophilic Functional Groups in the Side Chains
AU - Taratayko, Andrey I.
AU - Glazachev, Yurii I.
AU - Eltsov, Ilia V.
AU - Chernyak, Elena I.
AU - Kirilyuk, Igor A.
N1 - Funding Information: Funding: This research was funded by the Russian Scientific Foundation (grant number 21-73-00281). Publisher Copyright: © 2022 by the authors. Licensee MDPI, Basel, Switzerland.
PY - 2022/3/1
Y1 - 2022/3/1
N2 - 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.
AB - 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.
KW - nitrones
KW - nitroxides
KW - organometallic compounds
KW - pyrrolidine
KW - reduction kinetics
KW - Ascorbic Acid
KW - Bromides
KW - Pyrrolidines
KW - Dietary Fiber
KW - Hydrogenation
UR - http://www.scopus.com/inward/record.url?scp=85126912293&partnerID=8YFLogxK
U2 - 10.3390/molecules27061922
DO - 10.3390/molecules27061922
M3 - Article
C2 - 35335285
AN - SCOPUS:85126912293
VL - 27
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 6
M1 - 1922
ER -
ID: 35769196