Spontaneous racemization and epimerization behavior in solution of chiral nitroxides.
[reaction: see text] Enantiomerically enriched samples of chiral cyclic nitroxides with a 4-hydroxyphenyl group on the stereogenic center bearing the NO radical group undergo unprecedented spontaneous racemization and/or epimerization in aprotic solvents, which can be well accounted for by the multistep equilibrations involving planar quinoid intermediates.
Ikuma
Naohiko
N
Graduate School of Global Environmental Studies and Graduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, Japan.
Tsue
Hirohito
H
Tsue
Naoko
N
Shimono
Satoshi
S
Uchida
Yoshiaki
Y
Masaki
Kazuyoshi
K
Matsuoka
Nagahisa
N
Tamura
Rui
R