TY - JOUR
T1 - N-(Isopropyl)norbornane-endo-2,3-dicarboximide
AU - Yoshihara, Ryouko
AU - Hosomi, Hiroyuki
AU - Aoyama, Hiromu
AU - Ohba, Shigeru
PY - 1999/6/15
Y1 - 1999/6/15
N2 - The geometry of the title molecule, N-isopropylbicyclo-[2.2.1]heptane-endo-2,3-dicarboximide, C12H17NO2, has been confirmed as the endo conformation. The orientation of the isopropyl (iPr) group relative to the succinimide moiety is a little unsymmetric and the iPr group rotates ca 6 ° around the N - C bond from the perpendicular configuration. This causes the stereoselectivity of the photoreaction in the solid state. The diastereoexcess of the ring expansion products indicates that the carbonyl-O atom predominantly abstracts the nearest γ-hydrogen in the molecule.
AB - The geometry of the title molecule, N-isopropylbicyclo-[2.2.1]heptane-endo-2,3-dicarboximide, C12H17NO2, has been confirmed as the endo conformation. The orientation of the isopropyl (iPr) group relative to the succinimide moiety is a little unsymmetric and the iPr group rotates ca 6 ° around the N - C bond from the perpendicular configuration. This causes the stereoselectivity of the photoreaction in the solid state. The diastereoexcess of the ring expansion products indicates that the carbonyl-O atom predominantly abstracts the nearest γ-hydrogen in the molecule.
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U2 - 10.1107/S0108270199002619
DO - 10.1107/S0108270199002619
M3 - Article
AN - SCOPUS:0347564348
SN - 0108-2701
VL - 55
SP - 960
EP - 962
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
IS - 6
ER -