Abstract

The geometry of the title molecule, N-isopropylbicyclo-[2.2.1]heptane-endo-2,3-dicarboximide, C 12 H 17 NO 2 , has been confirmed as the endo conformation. The orientation of the isopropyl ( l Pr) group relative to the succinimide moiety is a little unsymmetric and the l Pr 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 diastereo-excess of the ring expansion products indicates that the carbonyl-O atom predominantly abstracts the nearest γ-hydrogen in the molecule.

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