Collect. Czech. Chem. Commun. 2011, 76, 1277-1283
Published online 2011-09-30 10:46:47

Selective hydration of ferrocenylethyne mediated by a palladium complex with a camphorhydrazone ligand

Jiří Tauchmana, M. Fernanda N. N. Carvalhob and Petr Štěpničkaa,*

a Charles University in Prague, Faculty of Science, Department of Inorganic Chemistry, Hlavova 2030, 128 40 Prague 2, Czech Republic
b Centro de Química Estrutural, Complexo I, Instituto Superior Técnico, Universidade Técnica de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal


Complex [PdCl2L2], where L is a camphor hydrazone ligand, (1R,4S)-1,7,7-trimethyl-3-(2,2-dimethylhydrazone)-bicyclo[2.2.1]heptane-2,3-dione, efficiently promotes Markovnikov hydration of ethynylferrocene to acetylferrocene in aqueous methanol at room temperature. 1-Ferrocenylprop-1-yne and simple organic alkynes such as 1-octyne or ethynylbenzenes are not affected or polymerize under the reaction conditions.

Keywords: Palladium; Alkynes; Camphor-derived ligands; Ferrocene; Hydration.

References: 24 live references.