N-(Isopropyl)norbornane-endo-2,3-dicarboximide

Ryouko Yoshihara, Hiroyuki Hosomi, Hiromu Aoyama, Shigeru Ohba

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)960-962
Number of pages3
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume55
Issue number6
Publication statusPublished - 1999 Jun 15

Fingerprint

Norbornanes
Heptanes
Hydrogen
succinimides
Stereoselectivity
Molecules
heptanes
Crystal orientation
Conformations
molecules
solid state
Atoms
expansion
Geometry
causes
rings
hydrogen
products
geometry
configurations

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Structural Biology

Cite this

Yoshihara, R., Hosomi, H., Aoyama, H., & Ohba, S. (1999). N-(Isopropyl)norbornane-endo-2,3-dicarboximide. Acta Crystallographica Section C: Crystal Structure Communications, 55(6), 960-962.

N-(Isopropyl)norbornane-endo-2,3-dicarboximide. / Yoshihara, Ryouko; Hosomi, Hiroyuki; Aoyama, Hiromu; Ohba, Shigeru.

In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 55, No. 6, 15.06.1999, p. 960-962.

Research output: Contribution to journalArticle

Yoshihara, R, Hosomi, H, Aoyama, H & Ohba, S 1999, 'N-(Isopropyl)norbornane-endo-2,3-dicarboximide', Acta Crystallographica Section C: Crystal Structure Communications, vol. 55, no. 6, pp. 960-962.
Yoshihara, Ryouko ; Hosomi, Hiroyuki ; Aoyama, Hiromu ; Ohba, Shigeru. / N-(Isopropyl)norbornane-endo-2,3-dicarboximide. In: Acta Crystallographica Section C: Crystal Structure Communications. 1999 ; Vol. 55, No. 6. pp. 960-962.
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