Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp2)−H Bonds by Carbene Insertion |
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Authors: | Dr Ana Conde Gerard Sabenya Mònica Rodríguez Verònica Postils Dr Josep M Luis Dr M Mar Díaz‐Requejo Dr Miquel Costas Prof?Dr Pedro J Pérez |
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Affiliation: | 1. Laboratorio de Catálisis Homogénea, Unidad Asociada al CSIC, CIQSO-Centro de Investigación en Química Sostenible, Departamento de Química, Universidad de Huelva, Huelva, Spain;2. Institut de Química Computacional i Catàlisi (IQCC) and Departament de Química, Universitat de Girona, Girona, Spain |
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Abstract: | The first examples of the direct functionalization of non‐activated aryl sp2 C?H bonds with ethyl diazoacetate (N2CHCO2Et) catalyzed by Mn‐ or Fe‐based complexes in a completely selective manner are reported, with no formation of the frequently observed cycloheptatriene derivatives through competing Buchner reaction. The best catalysts are FeII or MnII complexes bearing the tetradentate pytacn ligand (pytacn= 1‐(2‐pyridylmethyl)‐4,7‐dimethyl‐1,4,7‐triazacyclononane). When using alkylbenzenes, the alkylic C(sp3)?H bonds of the substituents remained unmodified, thus the reaction being also selective toward functionalization of sp2 C?H bonds. |
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Keywords: | arenes carbene C− H activation iron manganese |
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