σ-Alkenyl endo-palladacycle formation via regiospecific functionalisation of an unreactive NHC-tethered C(sp(2))-H bond

An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp(2))-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (25), p.5513-5515
Hauptverfasser: Chapman, Michael R, Pask, Christopher M, Ariafard, Alireza, Willans, Charlotte E
Format: Artikel
Sprache:eng
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Zusammenfassung:An unusual cyclometallation reaction at palladium is described, which proceeds via C-H functionalisation of a vinylic C(sp(2))-H bond tethered to an NHC ligand. The energetic balance between palladacycle formation and bis-NHC complexation has been found to be very subtle.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc10163d