Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides

Joseph T. Paletta; Maren Pink; Bridget Foley; Suchada Rajca; Andrzej Rajca

doi:10.1021/ol302506f

Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides

Joseph T. Paletta, Maren Pink, Bridget Foley, Suchada Rajca, Andrzej Rajca

Chemistry

Research output: Contribution to journal › Article › peer-review

129 Scopus citations

Abstract

A series of sterically shielded pyrrolidine nitroxides were synthesized, and their reduction by ascorbate (vitamin C) indicate that nitroxide 3, a tetraethyl derivative of 3-carboxy-PROXYL, is reduced at the slowest rate among known nitroxides, i.e., at a 60-fold slower rate than that for 3-carboxy-PROXYL.

Original language	English (US)
Pages (from-to)	5322-5325
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	20
DOIs	https://doi.org/10.1021/ol302506f
State	Published - Oct 19 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol302506f

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title = "Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides",

abstract = "A series of sterically shielded pyrrolidine nitroxides were synthesized, and their reduction by ascorbate (vitamin C) indicate that nitroxide 3, a tetraethyl derivative of 3-carboxy-PROXYL, is reduced at the slowest rate among known nitroxides, i.e., at a 60-fold slower rate than that for 3-carboxy-PROXYL.",

author = "Paletta, {Joseph T.} and Maren Pink and Bridget Foley and Suchada Rajca and Andrzej Rajca",

year = "2012",

month = oct,

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doi = "10.1021/ol302506f",

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journal = "Organic Letters",

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T1 - Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides

AU - Paletta, Joseph T.

AU - Pink, Maren

AU - Foley, Bridget

AU - Rajca, Suchada

AU - Rajca, Andrzej

PY - 2012/10/19

Y1 - 2012/10/19

N2 - A series of sterically shielded pyrrolidine nitroxides were synthesized, and their reduction by ascorbate (vitamin C) indicate that nitroxide 3, a tetraethyl derivative of 3-carboxy-PROXYL, is reduced at the slowest rate among known nitroxides, i.e., at a 60-fold slower rate than that for 3-carboxy-PROXYL.

AB - A series of sterically shielded pyrrolidine nitroxides were synthesized, and their reduction by ascorbate (vitamin C) indicate that nitroxide 3, a tetraethyl derivative of 3-carboxy-PROXYL, is reduced at the slowest rate among known nitroxides, i.e., at a 60-fold slower rate than that for 3-carboxy-PROXYL.

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DO - 10.1021/ol302506f

M3 - Article

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JO - Organic Letters

JF - Organic Letters

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ER -

Synthesis and reduction kinetics of sterically shielded pyrrolidine nitroxides

Abstract

ASJC Scopus subject areas

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