Publication | Closed Access
Iridium‐Catalyzed Formyl‐Selective Deuteration of Aldehydes
102
Citations
38
References
2017
Year
Aromatic C-h ActivationEngineeringAldehyde DehydrogenaseCatalytic SynthesisFormyl-selective Deuterium LabelingOrganic ChemistryAromatic LabelingOrganometallic CatalysisCatalysisHomogeneous CatalysisChemistryMolecular CatalysisIridium‐catalyzed Formyl‐selective DeuterationBiomolecular Engineering
We report the first direct catalytic method for formyl-selective deuterium labeling of aromatic aldehydes under mild conditions, using an iridium-based catalyst designed to favor formyl over aromatic C-H activation. A good range of aromatic aldehydes is selectively labeled, and a one-pot labeling/olefination method is also described. Computational studies support kinetic product control over competing aromatic labeling and decarbonylation pathways.
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