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Published on: August 12, 2019
Iron and Manganese Catalysts for the Selective Functionalization of Arene C(sp(2) )-H Bonds by Carbene Insertion
Ana Conde1, Gerard Sabenya2, Mònica Rodríguez2
1Laboratorio de Catálisis Homogénea, Unidad Asociada al CSIC, CIQSO-Centro de Investigación en Química Sostenible, Departamento de Química, Universidad de Huelva, Campus de El Carmen s/n, 21007, Huelva, Spain.
Abstract:
The first examples of the direct functionalization of non-activated aryl sp(2) C-H bonds with ethyl diazoacetate (N2 CHCO2 Et) 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 Fe(II) or Mn(II) complexes bearing the tetradentate pytacn ligand (pytacn= 1-(2-pyridylmethyl)-4,7-dimethyl-1,4,7-triazacyclononane). When using alkylbenzenes, the alkylic C(sp(3) )-H bonds of the substituents remained unmodified, thus the reaction being also selective toward functionalization of sp(2) C-H bonds.
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