Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation

The stoichiometric reaction of trityl cation with two equivalents of Ph2PH affords the phosphine stabilized phosphenium salt [Ph2(H)PPPh2][B(C6F5)4] via hydride abstraction, while catalytic amounts of B(p-HC6F4)3 effects catalytic phosphine dehydrocoupling with the liberation of H2. This reaction is...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-02, Vol.51 (12), p.2396-2398
Hauptverfasser: Dobrovetsky, Roman, Takeuchi, Katsuhiko, Stephan, Douglas W
Format: Artikel
Sprache:eng
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Zusammenfassung:The stoichiometric reaction of trityl cation with two equivalents of Ph2PH affords the phosphine stabilized phosphenium salt [Ph2(H)PPPh2][B(C6F5)4] via hydride abstraction, while catalytic amounts of B(p-HC6F4)3 effects catalytic phosphine dehydrocoupling with the liberation of H2. This reaction is accelerated by the presence of olefin or imine, effecting concurrent hydrogenation.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc09526j