Diastereoselective synthesis and ESR study of 4-phenylDEPMPO spin traps. J Org Chem 2005 Mar 18;70(6):2135-42
Date
03/12/2005Pubmed ID
15760197DOI
10.1021/jo0479516Scopus ID
2-s2.0-15444376393 (requires institutional sign-in at Scopus site) 14 CitationsAbstract
[reaction: see text] The cis and trans diastereoisomers of 5-(diethoxyphosphoryl)-5-methyl-4-phenylpyrroline N-oxide (4-PhDEPMPOt 8 and 4-PhDEPMPOc 9) were prepared stereoselectively and used as spin traps for hydroxyl and superoxide radicals. The spin adduct formed by reaction of the cis stereoisomer 9with superoxide radical anion exhibited an 8-line ESR spectrum, showing only a reduced alternating line width phenomenon. This spectrum is simpler than the 12-line spectrum of DEPMPO-OOH, which exhibits a strong alternating line width phenomenon. The half-life times of the 4-PhDEPMPOc-OOH and DEPMPO-OOH adducts were of the same order: 14.5 and 15.5 min, respectively.
Author List
Hardy M, Chalier F, Finet JP, Rockenbauer A, Tordo PAuthor
Micael Joel Hardy PhD Visiting Assistant Professor in the Biophysics department at Medical College of WisconsinMESH terms used to index this publication - Major topics in bold
Electron Spin Resonance SpectroscopyMolecular Conformation
Pyrroles
Stereoisomerism
