Radical deoxygenation of xanthates and related functional groups with new minimalist N-heterocyclic carbene boranes.
Minimalist N-heterocyclic carbene boranes 1,3-dimethylimidazol-2-ylideneborane and 2,4-dimethyl-1,2,4-triazol-3-ylideneborane are readily available and have low molecular weights. They exhibit superior performance to first-generation NHC-boranes, providing improved yields in reductions of xanthates and related functional groups.
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Shau-Hua
SH
Ueng
Louis
L
Fensterbank
Emmanuel
E
Lacôte
Max
M
Malacria
Dennis P
DP
Curran
D001880:Boranes / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D008970:Molecular Weight; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism; D013871:Thiones / Q000737:chemistry*
D001880:Boranes; D005609:Free Radicals; D006571:Heterocyclic Compounds; D013871:Thiones; C030011:carbene; D008697:Methane; D010100:Oxygen