Heterogeneous catalysts with programmable topologies generated by reticulation of organocatalysts into metal-organic frameworks: the case of squaramide
Entity
UAM. Departamento de Química Inorgánica; UAM. Departamento de Química OrgánicaPublisher
Springer VerlagDate
2020-04-15Citation
10.1007/s12274-020-2779-8
Nano Research 14.2 (2020): 458-465
ISSN
1998-0124 (print); 1998-0000 (online)DOI
10.1007/s12274-020-2779-8Funded by
This work was supported by the Spanish MINECO (projects RTI2018-095622-B-I00 and RTI2018-095038-B-I00), the Catalan AGAUR (project 2017 SGR 238), the ERC under the EU FP7 (ERC−Co 615954), European Union’s Horizon 2020 research and innovation program under grant agreement No. 685727, and European Structural Funds (S2018/NMT-4367). It was also funded by the CERCA Program/Generalitat de Catalunya. ICN2 is supported by the Severo Ochoa program from the Spanish MINECO (Grant No. SEV-2017-0706)Project
Gobierno de España. RTI2018-095622-B-I00; Gobierno de España. RTI2018-095038-B-I00; info:eu-repo/grantAgreement/EC/FP7/615954/EU//InanoMOF; info:eu-repo/grantAgreement/EC/H2020/685727/EU//ProDIA; Comunidad de Madrid. S2018/NMT-4367/FotoArt-CM; Gobierno de España. SEV-2017-0706Editor's Version
https://doi.org/10.1007/s12274-020-2779-8Subjects
Friedel-Crafts; H-bond catalysis; Epoxide ring-opening; Metal-organic frameworks; Reticular chemistry; Squaramide; QuímicaNote
Título del post-print: Rational design of heterogeneous catalysts with programmable topologies by reticulation of organocatalysts into metal-organic frameworks: the case of squaramideRights
© 2020 Tsinghua University Press and Springer-Verlag GmbH Germany, part of Springer NatureAbstract
A well-established strategy to synthesize heterogeneous, metal-organic framework (MOF) catalysts that exhibit nanoconfinement effects, and specific pores with highly-localized catalytic sites, is to use organic linkers containing organocatalytic centers. Here, we report that by combining this linker approach with reticular chemistry, and exploiting three-dimensioanl (3D) MOF-structural data from the Cambridge Structural Database, we have designed four heterogeneous MOF-based catalysts for standard organic transformations. These programmable MOFs are isoreticular versions of pcu IRMOF-16, fcu UiO-68 and pillared-pcu SNU-8X, the three most common topologies of MOFs built from the organic linker p,p’-terphenyldicarboxylic acid (tpdc). To synthesize the four squaramide-based MOFs, we designed and synthesized a linker, 4,4’-((3,4‐dioxocyclobut‐1‐ene‐1,2‐diyl)bis(azanedyil))dibenzoic acid (Sq_tpdc), which is identical in directionality and length to tpdc but which contains organocatalytic squaramide centers. Squaramides were chosen because their immobilization into a framework enhances its reactivity and stability while avoiding any self-quenching phenomena. Therefore, the four MOFs share the same organocatalytic squaramide moiety, but confine it within distinct pore environments. We then evaluated these MOFs as heterogeneous H-bonding catalysts in organic transformations: a Friedel-Crafts alkylation and an epoxide ring-opening. Some of them exhibited good performance in both reactions but all showed distinct catalytic profiles that reflect their structural differences
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Google Scholar:Broto-Ribas, Anna
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Vignatti, Claudia
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Jimenez-Almarza, Alicia
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Luis Barrera, Javier
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Dolatkhah, Zahra
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Gándara, Felipe
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Imaz, Inhar
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Mas Ballesté, Rubén
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Alemán Lara, José Julián
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Maspoch, Daniel
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