A stable ring-expanded NHC-supported copper boryl and its reactivity towards heterocumulenes
Thomas M. Horsley Downie, Rex S. C. Charman, Jonathan W. Hall, Mary F. Mahon, John P. Lowe, David J. Liptrot
Abstract
catalytic reduction to CO is viable in the presence of excess bis(pinacolato)diboron. In contrast, in the case of iso(thio)cyanates, the isocyanide byproduct of dechalcogenation reacted with (6-Dipp)CuBpin to generate a copper(I) borylimidinate, (6-Dipp)CuC(NR)Bpin, which went on to react with heterocumulenes. This off-cycle reactivity gives selective access to a range of novel boron-containing heterocycles bonded to copper, but precludes catalytic reactivity.
Topics & Concepts
Reactivity (psychology)ChemistryCopperCarbeneYield (engineering)Ring (chemistry)IsocyanideCatalysisMedicinal chemistryThio-BoronStereochemistryOrganic chemistryMaterials sciencePathologyMetallurgyMedicineAlternative medicineOrganoboron and organosilicon chemistryCarbon dioxide utilization in catalysisN-Heterocyclic Carbenes in Organic and Inorganic Chemistry