✦ LIBER ✦
On the question of 1,2 bridge shifts in bicyclo[3.2.1]octadien-2-yl cations, and a cautionary note on rapid processes concealed from nmr detection
✍ Scribed by Masayuki Kuzuya; Harold Hart
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 158 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
In FSOsH/SO&lF at -50 to -100' the nonamethylbicyclo[3.2.1] octadien-2-yl cation 1 undergoes an nmr-observable reversible exchange process which equilibrates methyls 2,3,4,6 and 7 and methyls 8 and 9, but leaves the bridgehead methyls (1 and 5) unique.l CIRCUMAMBULATION 3 This observation was rationalized by a circumambulatory process (J, * 1' * l", etc.) which be accomplished mechanistically via a sequence such as 1' -.