Catalytic regeneration of a Th-H bond from a Th-O bond through a mild and chemoselective carbonyl hydroboration

Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies includ...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018-09, Vol.54 (78), p.111-114
Hauptverfasser: Ghatak, Tapas, Makarov, Konstantin, Fridman, Natalia, Eisen, Moris S
Format: Artikel
Sprache:eng
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Zusammenfassung:Here we present an unprecedented chemoselective hydroboration for aldehydes and ketones catalysed by actinides. The reaction features a very low catalyst loading (0.1-0.004 mol%) and quantitative product formation in less than 15 minutes, at room temperature. Thermodynamic and kinetic studies including stoichiometric and labeling studies with deuterated pinacolborane allow us to propose a plausible mechanism for this remarkable catalytic regeneration of a Th-H bond via carbonyl hydroboration. Organoactinide-mediated chemoselective hydroboration of aldehydes and ketones. The catalytic regeneration of a Th-H bond from a Th-OR bond was achieved via hydroboration with HBpin.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc05030a