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Palladium Complexes with N-Heterocyclic Carbene Ligands As Catalysts for the Alkoxycarbonylation of Olefins
Author(s) -
Gina M. Roberts,
Philip J. Pierce,
L. Keith Woo
Publication year - 2013
Publication title -
organometallics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.231
H-Index - 172
eISSN - 1520-6041
pISSN - 0276-7333
DOI - 10.1021/om300959f
Subject(s) - chemistry , catalysis , palladium , dimethylacetamide , iodide , carbene , organic chemistry , ethanol , medicinal chemistry , solvent
Palladium catalysts, generated from Pd(OAc)2 and 2 equiv of N,N-dialkylbenzimidazolium iodide, are effective for the alkoxycarbonylation of olefins in high yields (>90%). Alkoxycarbonylation of 1-hexene in dimethylacetamide is achieved within 24 h at 110 °C using 1 mol % catalyst, 1000 psi CO, and ethanol. Reactions can be prepared in air, without the need of an acid additive to produce ethyl 2-methylhexanoate and ethyl heptanoate in approximately a 2:1 ratio.

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