A Heterogeneous Nickel Catalyst for the Hydrogenolysis of Aryl Ethers without Arene Hydrogenation
Year: 2012
Type: article
Abstract: A heterogeneous nickel catalyst for the selective hydrogenolysis of aryl ethers to arenes and alcohols generated without an added dative ligand is described. The catalyst is formed in situ from the well-defined soluble nickel precursor Ni(COD)(2) or Ni(CH(2)TMS)(2)(TMEDA) in the presence of a base additive, such as (t)BuONa. The catalyst selectively cleaves C(Ar)-O bonds in aryl ether models of lignin without hydrogenation of aromatic rings, and it operates at loadings down to 0.25 mol % at 1 bar of H(2) pressure. The selectivity of this catalyst for electronically varied aryl ethers differs from that of the homogeneous catalyst reported previously, implying that the two catalysts are distinct from each other.
DOI: 10.1021/ja3085912
Authors: Alexey G. Sergeev, Jonathan D. Webb, John F. Hartwig
Institution: University of California, Berkeley
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W1970418635
