Chemical Communications · 2019 · 24 citations · 27 references
Natural SciencesChemical EngineeringChemistryCatalysisComputational ChemistryOrganic ChemistryCatalytic MaterialsCatalytic Reaction EngineeringHeterocyclic ChemistryOrganic SynthesisAbnormal N-heterocyclic CarbenesCatalytic Cycle AnalysisCatalytic Reaction MechanismsSilane CouplingSilylation Reactions
Herein we report an abnormal N-heterocyclic carbene catalyzed dehydration of primary amides in the presence of a silane. This process bypasses the energy demanding 1,2-siloxane elimination step usually required for metal/silane catalyzed reactions. A detailed mechanistic cycle of this process has been proposed based on experimental evidence along with computational study.
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James T. Lindley · Tetrahedron · 1984 · 2.2K citations
Isolation of a C5-Deprotonated Imidazolium, a Crystalline “Abnormal” N-Heterocyclic Carbene
Eugenia Aldeco‐Pérez, A.J. Rosenthal, B. Donnadieu et al. · Science · 2009 · 445 citations · Full text