NMR Studies of rigid bicyclic system. II. evidence for the nonequivalence of exo, exo and endo, endo coupling constant in 7-substituted-1, 4-dichloro-2,2,3,3-tetra-deuterionorbornanes.

✍ Scribed by Alan P. Marchand; Nancy W. Marchand; Anna Laura Segre

• Publisher: Elsevier Science
• Year: 1969
• Tongue: French
• Weight: 187 KB
• Volume: 10
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)88924-3

✦ Synopsis

We previously reported the nmr spectrum of 1,4,7,7-tetrachloronorbornane; however, detailed analysis of the spectrum was precluded by its complexity, (8 spins). As an approach to the analysis of the nmr spectrum of 1,4,?-7-tetrachloronorbornane, we have selectively deuterated the 2-and 3positions, affording an AA'BB' system which is amenable to computer analysis. Additionaly, we have examined several other 1,4-dichloro-2,2,3,3_tetradeuterionorbornanes which bear different substituents in the 7-position with an eye toward generalizing the effect of 7-substituents on the parameters of the AA'BB' system.

Normal and deuterium-decoupled 100 MHz nmr spectra of compounds I-IV have been obtained.