Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 27, Pages 9769-9775Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201500776
Keywords
carbenes; copper; diazo compounds; ligands; NMR spectroscopy
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Funding
- MINECO [CTQ2011-28942-CO2-01, CTQ2014-52769-C3-1-R, CTQ2011-24502]
- Junta de Andalucia [P10-FQM-06292]
- MEC
- Institut de Chimie of the CNRS
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Copper-carbene [Tp(x)Cu=C(Ph)(CO2Et)] and copper-diazo adducts [Tp(x)Cu{eta(1)-N2C(Ph)(CO2Et)}] have been detected and characterized in the context of the catalytic functionalization of O-H bonds through carbene insertion by using N-2=C(Ph)(CO2Et) as the carbene source. These are the first examples of these type of complexes in which the copper center bears a tridentate ligand and displays a tetrahedral geometry. The relevance of these complexes in the catalytic cycle has been assessed by NMR spectroscopy, and kinetic studies have demonstrated that the N-bound diazo adduct is a dormant species and is not en route to the formation of the copper-carbene intermediate.
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