Chemo‐ and Regioselective Hydrogenolysis of Diaryl Ether C−O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin‐Related Fragments
Abstract
Abstract We report the chemo‐ and regioselective hydrogenolysis of the C−O bonds in di‐ ortho ‐substituted diaryl ethers under the catalysis of a supported nickel catalyst. The catalyst comprises heterogeneous nickel particles supported on activated carbon and furnishes arenes and phenols in high yields without hydrogenation. The high thermal stability of the embedded metal particles allows C−O bond cleavage to occur in highly substituted diaryl ether units akin to those in lignin. Preliminary mechanistic experiments show that this catalyst undergoes sintering less readily than previously reported catalyst particles that form from a solution of [Ni(cod) 2 ].
- Authors:
-
- Department of Chemistry University of California Berkeley CA 94720 USA
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1400945
- Grant/Contract Number:
- AC02-05CH11231
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- Angewandte Chemie (International Edition)
- Additional Journal Information:
- Journal Name: Angewandte Chemie (International Edition) Journal Volume: 55 Journal Issue: 4; Journal ID: ISSN 1433-7851
- Publisher:
- Wiley Blackwell (John Wiley & Sons)
- Country of Publication:
- Germany
- Language:
- English
Citation Formats
Gao, Fang, Webb, Jonathan D., and Hartwig, John F. Chemo‐ and Regioselective Hydrogenolysis of Diaryl Ether C−O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin‐Related Fragments. Germany: N. p., 2015.
Web. doi:10.1002/anie.201509133.
Gao, Fang, Webb, Jonathan D., & Hartwig, John F. Chemo‐ and Regioselective Hydrogenolysis of Diaryl Ether C−O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin‐Related Fragments. Germany. https://doi.org/10.1002/anie.201509133
Gao, Fang, Webb, Jonathan D., and Hartwig, John F. Tue .
"Chemo‐ and Regioselective Hydrogenolysis of Diaryl Ether C−O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin‐Related Fragments". Germany. https://doi.org/10.1002/anie.201509133.
@article{osti_1400945,
title = {Chemo‐ and Regioselective Hydrogenolysis of Diaryl Ether C−O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin‐Related Fragments},
author = {Gao, Fang and Webb, Jonathan D. and Hartwig, John F.},
abstractNote = {Abstract We report the chemo‐ and regioselective hydrogenolysis of the C−O bonds in di‐ ortho ‐substituted diaryl ethers under the catalysis of a supported nickel catalyst. The catalyst comprises heterogeneous nickel particles supported on activated carbon and furnishes arenes and phenols in high yields without hydrogenation. The high thermal stability of the embedded metal particles allows C−O bond cleavage to occur in highly substituted diaryl ether units akin to those in lignin. Preliminary mechanistic experiments show that this catalyst undergoes sintering less readily than previously reported catalyst particles that form from a solution of [Ni(cod) 2 ].},
doi = {10.1002/anie.201509133},
journal = {Angewandte Chemie (International Edition)},
number = 4,
volume = 55,
place = {Germany},
year = {Tue Dec 15 00:00:00 EST 2015},
month = {Tue Dec 15 00:00:00 EST 2015}
}
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