Synthesis of 1,3-Diphospha-2,3-dihydro-1H-phenalenes
✍ Scribed by Arkadii Tarasevych; Igor Shevchenko; Alexander B. Rozhenko; Gerd-Volker Röschenthaler
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 347 KB
- Volume
- 2010
- Category
- Article
- ISSN
- 1434-1948
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The reaction of 1,8‐dilithionaphthalene (1) with methylenebis[(dialkylamino)chlorophosphanes] [R~2~N(Cl)PCH~2~P(Cl)NR~2~; R = Me (2a), Et (2b)] leads to the formation of new heterocyclic compounds, 1,3‐diphospha‐2,3‐dihydro‐1__H__‐phenalenes 3a,b as a mixture of cis and trans isomers. DFT calculations indicate that the cis isomers are thermodynamically more stable by about 1–3 kcal/mol than the trans isomers. Compounds 3a,b can be converted into dithio the derivatives 5a,b and the borane complexes 6a,b, which were characterized by NMR spectroscopy and investigated by X‐ray diffraction analysis. The dialkylamino groups in 3 can be substituted by chlorine to give the chlorophosphane 7.
📜 SIMILAR VOLUMES
Eingegangen am IS. Februar 1969 2-Chlor-2-nitro-l.3-dioxo-2.3-dihydro-phenalen (9, das bei der Pyrolyse unter Abspaltung von Nitrosylchlorid das Triketon 6 liefert, erhalt man durch Umsetzen von 3-Hydroxy-I-0x0phenalen (2) mit konz. Salpetersaure und Natriumchlorid in Essigsaure. Improved Synthesis
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