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...

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Bibliographic Details
Published in:Organic letters 2010-07, Vol.12 (13), p.3002-3005
Main Authors: Ueng, Shau-Hua, Fensterbank, Louis, Lacôte, Emmanuel, Malacria, Max, Curran, Dennis P
Format: Article
Language:English
Subjects:
Boranes - chemistry
Free Radicals - chemistry
Heterocyclic Compounds - chemistry
Methane - analogs & derivatives
Methane - chemistry
Molecular Structure
Molecular Weight
Oxygen - chemistry
Stereoisomerism
Thiones - chemistry
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol101015m