Abstract
Retardation through incarceration: The highly strained anti-Bredt bridgehead olefin bicyclo[2.2.2]oct-1-ene (1) is remarkably stable at 60°C, if generated photochemically inside the hemicarcerand 2 (see picture). The surrounding host not only prevents the dimerization of 1, but also retards strongly its intramolecular retro-Diels-Alder reaction by several orders of magnitude.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3039-3042 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 42 |
| Issue number | 26 |
| DOIs | |
| State | Published - Jul 7 2003 |
All Science Journal Classification (ASJC) codes
- Catalysis
- General Chemistry
Keywords
- Carbenes
- Hemicarcerands
- Host-guest systems
- Ring expansion
- Strained molecules