Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene.
A hydrostatic pressure of up to 750 MPa induced discontinuous changes in the enantiomeric excess of the (E)-isomer obtained in the enantio-differentiating photoisomerization of (Z)-cyclooctene and (Z,Z)-cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates; indicating a switching of the enantio-differentiation mechanism, which is attributable to dramatic conformational changes of chiral alkoxycarbonyl auxiliaries at a specific pressure.
Department of Molecular Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan.
Masayuki
M
Kaneda
Sadayuki
S
Asaoka
Haruhiko
H
Ikeda
Tadashi
T
Mori
Takehiko
T
Wada
Yoshihisa
Y
Inoue