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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

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✦ 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.


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