✦ LIBER ✦
Bildung eines hochexplosiven Valenzisomeren des Indens aus Dilithiopentalen und Chlorcarben
✍ Scribed by Ulrich Burger; Bernard Bianco
- Book ID
- 102252419
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 461 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Formation of a Highly Explosive Valence Isomer of Indene from Dilithiopentalene and Chlorocarbene
The principal product of the reaction of dilithiopentalene (3) with methyllithium and methylene chloride is shown by difference‐FT‐NMR, spectroscopy to be tetracyclo[4.3.0.0^3,5^.0^4,6^]nona‐1,7‐diene (8). This laterally bridged benzvalene derivative explodes violently at temperatures as low as −40° when concentrated. Controlled rearrangement in diluted solution gives indene (4). The key step in the formation of the tetracyclic C~9~H~8~‐compound 8 is suggested to be an intramolecular 1,4‐carbene addition.