Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives

Raphael C. Mordi; John C. Walton

doi:10.1016/0009-3084(90)90062-V

Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives

Raphael C. Mordi^*, John C. Walton

^*Corresponding author for this work

School of Chemistry

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

Abstract

Free radicals generated from α- and β-ionyl bromides gave well resolved ESR spectra, but retinyl bromide and chloride gave only broad signals. Delocalised radicals were also spectrosopically observed on hydrogen abstraction from α-ionane, α-ionyltrimethylsilylether and buten-3-ynyl-2,6,6-trimethyl-2-cyclohexene. Retinyl and β-ionyl radicals, derived from the corresponding xanthates, were successfully spin trapped with nitrosodurene. The results suggested that the secondary sites C(7) and C(9) were the most reactive in the β-ionyl radical and that the secondary sites C(7) and C(11) and probably the primary site C(15) were the most reactive in the retinyl radical.

Original language	English
Pages (from-to)	73-78
Number of pages	6
Journal	Chemistry and Physics of Lipids
Volume	54
Issue number	1
DOIs	https://doi.org/10.1016/0009-3084(90)90062-V
Publication status	Published - 1 Jan 1990

Keywords

electron spin resonance
ionyl derivatives
retinyl derivatives
spin trapping

Access to Document

10.1016/0009-3084(90)90062-V

Cite this

@article{6e692a3b175643d88f9e073e243e82ee,

title = "Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives",

abstract = "Free radicals generated from α- and β-ionyl bromides gave well resolved ESR spectra, but retinyl bromide and chloride gave only broad signals. Delocalised radicals were also spectrosopically observed on hydrogen abstraction from α-ionane, α-ionyltrimethylsilylether and buten-3-ynyl-2,6,6-trimethyl-2-cyclohexene. Retinyl and β-ionyl radicals, derived from the corresponding xanthates, were successfully spin trapped with nitrosodurene. The results suggested that the secondary sites C(7) and C(9) were the most reactive in the β-ionyl radical and that the secondary sites C(7) and C(11) and probably the primary site C(15) were the most reactive in the retinyl radical.",

keywords = "electron spin resonance, ionyl derivatives, retinyl derivatives, spin trapping",

author = "Mordi, {Raphael C.} and Walton, {John C.}",

year = "1990",

month = jan,

day = "1",

doi = "10.1016/0009-3084(90)90062-V",

language = "English",

volume = "54",

pages = "73--78",

journal = "Chemistry and Physics of Lipids",

issn = "0009-3084",

publisher = "Elsevier Ireland Ltd",

number = "1",

}

TY - JOUR

T1 - Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives

AU - Mordi, Raphael C.

AU - Walton, John C.

PY - 1990/1/1

Y1 - 1990/1/1

N2 - Free radicals generated from α- and β-ionyl bromides gave well resolved ESR spectra, but retinyl bromide and chloride gave only broad signals. Delocalised radicals were also spectrosopically observed on hydrogen abstraction from α-ionane, α-ionyltrimethylsilylether and buten-3-ynyl-2,6,6-trimethyl-2-cyclohexene. Retinyl and β-ionyl radicals, derived from the corresponding xanthates, were successfully spin trapped with nitrosodurene. The results suggested that the secondary sites C(7) and C(9) were the most reactive in the β-ionyl radical and that the secondary sites C(7) and C(11) and probably the primary site C(15) were the most reactive in the retinyl radical.

AB - Free radicals generated from α- and β-ionyl bromides gave well resolved ESR spectra, but retinyl bromide and chloride gave only broad signals. Delocalised radicals were also spectrosopically observed on hydrogen abstraction from α-ionane, α-ionyltrimethylsilylether and buten-3-ynyl-2,6,6-trimethyl-2-cyclohexene. Retinyl and β-ionyl radicals, derived from the corresponding xanthates, were successfully spin trapped with nitrosodurene. The results suggested that the secondary sites C(7) and C(9) were the most reactive in the β-ionyl radical and that the secondary sites C(7) and C(11) and probably the primary site C(15) were the most reactive in the retinyl radical.

KW - electron spin resonance

KW - ionyl derivatives

KW - retinyl derivatives

KW - spin trapping

UR - http://www.scopus.com/inward/record.url?scp=0025270648&partnerID=8YFLogxK

U2 - 10.1016/0009-3084(90)90062-V

DO - 10.1016/0009-3084(90)90062-V

M3 - Article

C2 - 2163286

AN - SCOPUS:0025270648

SN - 0009-3084

VL - 54

SP - 73

EP - 78

JO - Chemistry and Physics of Lipids

JF - Chemistry and Physics of Lipids

IS - 1

ER -

Electron spin resonance study of free radicals generated from retinyl- and ionyl-derivatives

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this