✦ LIBER ✦
Actuating Cycloaromatization of a Bicyclo[7.3.1]enediyne by Annelation: An Example of Inverse Dependence on Bridge Atom Hybridization
✍ Scribed by Michael H. Nantz; David K. Moss; John D. Spence; Marilyn M. Olmstead
- Publisher
- John Wiley and Sons
- Year
- 1998
- Tongue
- English
- Weight
- 114 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
Although the acetylenic carbon atoms in 2 are closer together than those in 1, only the latter undergoes Bergman cyclization. In contrast, in analogous enediynes without an annelated cyclohexane ring a change in the hybridization of the bridging carbon atom from sp to sp leads to a dramatic increase in the cyclization rate.