Solid Molecular Frustrated Lewis Pairs in a Polyamine Organic Framework for the Catalytic Metal‐free Hydrogenation of Alkenes
Abstract
Abstract We report for the first time a metal‐free heterogeneously catalyzed hydrogenation using a semi‐solid frustrated Lewis pair (FLP). The catalyst consists of a solid polyamine organic framework and molecular tris(pentafluorophenyl)borane (BCF) that form a semi‐immobilized FLP in situ in the catalytic hydrogenation of diethyl benzylidenemalonate. 11 B NMR spectroscopy proves the successful hydrogen activation by the FLP. Furthermore, the B−N interactions between the polyamine and BCF are investigated by IR and solid state NMR spectroscopy. The FLP 1,4‐diazabicyclo[2.2.2]octane (DABCO)/BCF, which combines the features of a FLP and a classical Lewis adduct, functions as molecular reference in both, catalysis and characterization. Furthermore, computational studies enable a better insight into the hydrogen activation through DABCO/BCF and polyamine/BCF.
- Authors:
-
[1];
[1];
[4]
- Institut für Technische und Makromolekulare Chemie RWTH Aachen University Worringerweg 2 52074 Aachen Germany
- Department of Chemistry &, Biochemistry University of California Santa Barbara CA 93106 USA
- Department of Chemistry &, Biochemistry University of California Santa Barbara CA 93106 USA, Department of Chemical Engineering University of California Santa Barbara CA 93106 USA
- Institut für Technische und Makromolekulare Chemie RWTH Aachen University Worringerweg 2 52074 Aachen Germany, Ernst-Berl-Institut Technische Chemie II Technische Universität Darmstadt Alarich-Weiss-Straße 8 64287 Darmstadt Germany
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1420002
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- ChemCatChem
- Additional Journal Information:
- Journal Name: ChemCatChem Journal Volume: 10 Journal Issue: 8; Journal ID: ISSN 1867-3880
- Publisher:
- Wiley Blackwell (John Wiley & Sons)
- Country of Publication:
- Germany
- Language:
- English
Citation Formats
Willms, Andrea, Schumacher, Hannah, Tabassum, Tarnuma, Qi, Long, Scott, Susannah L., Hausoul, Peter J. C., and Rose, Marcus. Solid Molecular Frustrated Lewis Pairs in a Polyamine Organic Framework for the Catalytic Metal‐free Hydrogenation of Alkenes. Germany: N. p., 2018.
Web. doi:10.1002/cctc.201701783.
Willms, Andrea, Schumacher, Hannah, Tabassum, Tarnuma, Qi, Long, Scott, Susannah L., Hausoul, Peter J. C., & Rose, Marcus. Solid Molecular Frustrated Lewis Pairs in a Polyamine Organic Framework for the Catalytic Metal‐free Hydrogenation of Alkenes. Germany. https://doi.org/10.1002/cctc.201701783
Willms, Andrea, Schumacher, Hannah, Tabassum, Tarnuma, Qi, Long, Scott, Susannah L., Hausoul, Peter J. C., and Rose, Marcus. Fri .
"Solid Molecular Frustrated Lewis Pairs in a Polyamine Organic Framework for the Catalytic Metal‐free Hydrogenation of Alkenes". Germany. https://doi.org/10.1002/cctc.201701783.
@article{osti_1420002,
title = {Solid Molecular Frustrated Lewis Pairs in a Polyamine Organic Framework for the Catalytic Metal‐free Hydrogenation of Alkenes},
author = {Willms, Andrea and Schumacher, Hannah and Tabassum, Tarnuma and Qi, Long and Scott, Susannah L. and Hausoul, Peter J. C. and Rose, Marcus},
abstractNote = {Abstract We report for the first time a metal‐free heterogeneously catalyzed hydrogenation using a semi‐solid frustrated Lewis pair (FLP). The catalyst consists of a solid polyamine organic framework and molecular tris(pentafluorophenyl)borane (BCF) that form a semi‐immobilized FLP in situ in the catalytic hydrogenation of diethyl benzylidenemalonate. 11 B NMR spectroscopy proves the successful hydrogen activation by the FLP. Furthermore, the B−N interactions between the polyamine and BCF are investigated by IR and solid state NMR spectroscopy. The FLP 1,4‐diazabicyclo[2.2.2]octane (DABCO)/BCF, which combines the features of a FLP and a classical Lewis adduct, functions as molecular reference in both, catalysis and characterization. Furthermore, computational studies enable a better insight into the hydrogen activation through DABCO/BCF and polyamine/BCF.},
doi = {10.1002/cctc.201701783},
journal = {ChemCatChem},
number = 8,
volume = 10,
place = {Germany},
year = {Fri Feb 09 00:00:00 EST 2018},
month = {Fri Feb 09 00:00:00 EST 2018}
}
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