Diastereoselective Synthesis and ESR Study of 4-PhenylDEPMPO Spin Traps

摘要

The cis and trans diastereoisomers of 5-(diethoxypliosphoryl)-5-methyl-4-phenylpyrroline N-oxide (4-PhDEPMPOt 8 and 4-PhDEPMPOc 9) were prepared stereoselectively and used as spin traps for hydroxyl and superoxidc radicals.The spin adduct formed by reaction of the cis stereoisomer 9 with superoxide radical anion exhibited an 8-linc 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-PhDEP-MPOc-OOH and DEPMPO-OOH adducts were of the same order:14.5 and 15.5 min,respectively.