NMR spin—spin decoupling studies of some 5,6-disubstituted bicyclo[2.2.2]oct-2-enes. Assignment of vinylic protons and demonstration of allylic coupling
✍ Scribed by David B. Roll; Bernard J. Nist; Alain C. Huitric
- Publisher
- John Wiley and Sons
- Year
- 1967
- Tongue
- English
- Weight
- 386 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0022-3549
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✦ Synopsis
Assignment of the NMR signals of the vinylic protons has been accomplished by spin-spin decoupling in endo-S-nitro-exo-6-(p-chlorophenyl)-bicyclo[2.2.~]oct-~ene (I), endo-5-amino-exo-6-(p-chlorophenyI)-bicyclo[2.2.2]oct-2-ene hydrobromide (IV), endo-5-cyano-exo-6-(pp-chlorophenyl)-bicyclo[2.2.2]oct-2-ene (V), endo-5-cyano-endo-6-(p-chlorophenyl)-bicyclo[2.2.2]oct-2-ene (VII), all of which show significant differences in the chemical shifts of the two vinylic protons. A long-range coupling of 1.5 C.P.S. is demonstrated between H-1 and H-3 and between H-4 and H-2 in these systems.
📜 SIMILAR VOLUMES
## Abstract Variable‐temperature ^13^C CP/MAS NMR experiments were carried out on crystalline (±)‐3,4‐di‐__O__‐acetyl‐1,2,5,6‐tetra‐__O__‐benzyl‐__myo__‐inositol. Three distinct phases can be distinguished from their NMR characteristics, each stable over a well defined temperature range, in accord