journal article·2021-01-13

Anion-Dependent Catalytic C–C Bond Cleavage of a Lignin Model within a Cationic Metal–Organic Framework

Walace D. do Pim, Fernanda G. Mendonça, Gabriel Brunet, Glenn A. Facey, Floris Chevallier, Christophe Bucher, R. Tom Baker, Muralee Murugesu

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Abstract

The development of heterogeneous catalysts capable of selectively converting lignin model compounds into products of added value offers an exciting avenue to explore in the production of renewable chemical feedstocks. The use of metal–organic frameworks (MOFs) in such chemical transformations relies largely on the presence of accessible open metal sites found within highly porous networks that simultaneously allow for fast transport and strong interactions with desired substrates. Here, we present the first systematic study on the modulation of catalytic performance of a cationic framework, [Cu2(L)(H2O)2](NO3)2·5.5H2O (L = 1,1′-bis(3,5-dicarboxylatophenyl)-4,4′-bipyridinium), achieved through the exchange of anionic guests. Remarkably, the catalytic activity proves to be highly anion-dependent, with a nearly 10-fold increase toward the aerobic C–C bond cleavage of a lignin model compound when different anionic species are incorporated within the MOF. Moreover, we demonstrate that the cationic nature of the MOF, imparted by the incorporation of viologen moieties within the linker, tunes the electrophilicity of the active copper(II) sites, resulting in stronger interactions with the substrate. As such, the copper-based framework exhibits enhanced catalytic performance when compared to its neutral counterpart, emphasizing the appeal of charged frameworks for use as green heterogeneous catalysts.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Magnetism in coordination complexes · Metal complexes synthesis and properties

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemistry and Biomolecular Sciences and Centre for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada

Université Lyon, ENS Lyon, CNRS, Université Lyon 1, Laboratoire de Chimie, UMR 5182, 46 Allee d’Italie, 69364 Lyon, France

Funding

University of Ottawa · Canada Foundation for Innovation · Canada Research Chairs · Conselho Nacional de Desenvolvimento Cient?fico e Tecnol?gico · Natural Sciences and Engineering Research Council of Canada · R?gion Auvergne-Rh?ne-Alpes · Le Lia Fundamental catalysis for green chemistry, Universit? de Lyon · IDEX Lyon, Universit? de Lyon

References (41)

Show source-provided references
1. 10.1039/b817735j10.1039/b817735j ↗
2. 10.1021/ja076877g10.1021/ja076877g ↗
3. 10.1039/b802426j10.1039/b802426j ↗
4. 10.1016/j.ccr.2018.09.00910.1016/j.ccr.2018.09.009 ↗
5. 10.1021/jacs.6b0166310.1021/jacs.6b01663 ↗
6. 10.1021/cr200324t10.1021/cr200324t ↗
7. 10.1002/anie.20190066610.1002/anie.201900666 ↗
8. 10.1038/s41563-019-0598-710.1038/s41563-019-0598-7 ↗
9. 10.1021/acs.chemrev.9b0066610.1021/acs.chemrev.9b00666 ↗
10. 10.1039/C4CS00094C10.1039/C4CS00094C ↗
11. 10.1021/cs100070310.1021/cs1000703 ↗
12. 10.1039/C9GC03626A10.1039/C9GC03626A ↗
13. 10.1002/anie.20190966110.1002/anie.201909661 ↗
14. 10.1021/acs.chemrev.9b0075710.1021/acs.chemrev.9b00757 ↗
15. 10.1039/C7CC02470C10.1039/C7CC02470C ↗
16. 10.1039/C6SC03288E10.1039/C6SC03288E ↗
17. 10.1038/nature1976310.1038/nature19763 ↗
18. 10.1021/jacs.7b0005810.1021/jacs.7b00058 ↗
19. 10.1021/ja101299210.1021/ja1012992 ↗
20. 10.1021/acsami.8b1594610.1021/acsami.8b15946 ↗
21. 10.1021/acs.chemmater.9b0345310.1021/acs.chemmater.9b03453 ↗
22. 10.1021/jacs.9b0624610.1021/jacs.9b06246 ↗
23. 10.1002/chem.20170539910.1002/chem.201705399 ↗
24. 10.1021/ja806624j10.1021/ja806624j ↗
25. 10.1002/cssc.20200050210.1002/cssc.202000502 ↗
26. 10.1021/acs.chemmater.6b0322410.1021/acs.chemmater.6b03224 ↗
27. 10.1016/j.fuproc.2019.04.00710.1016/j.fuproc.2019.04.007 ↗
28. 10.1016/j.ccr.2010.04.00710.1016/j.ccr.2010.04.007 ↗
29. 10.1002/adsc.20140046310.1002/adsc.201400463 ↗
30. 10.1021/cs400636k10.1021/cs400636k ↗
31. 10.1021/cs200149v10.1021/cs200149v ↗
32. 10.1021/acs.accounts.5b0010410.1021/acs.accounts.5b00104 ↗
33. 10.1021/jp901710310.1021/jp9017103 ↗
34. 10.1107/S205322961402492910.1107/S2053229614024929 ↗
35. 10.1021/acssuschemeng.6b0242010.1021/acssuschemeng.6b02420 ↗
36. 10.1021/acssuschemeng.7b0073210.1021/acssuschemeng.7b00732 ↗
37. 10.1021/acssuschemeng.7b0382010.1021/acssuschemeng.7b03820 ↗
38. 10.1021/acs.orglett.8b0054010.1021/acs.orglett.8b00540 ↗
39. 10.1039/b308668b10.1039/b308668b ↗
40. 10.1021/ic100528n10.1021/ic100528n ↗
41. Yitzhak M. · 1999 · 4