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Turning On Catalysis: Incorporation of a Hydrogen-Bond-Donating Squaramide Moiety into a Zr Metal–Organic Framework
Abstract
Herein, we demonstrate that the incorporation of an acidic hydrogen-bond-donating squaramide moiety into a porous UiO-67 metal-organic framework (MOF) derivative leads to dramatic acceleration of the biorelevant Friedel-Crafts reaction between indole and β-nitrostyrene. In comparison, it is shown that free squaramide derivatives, not incorporated into MOF architectures, have no catalytic activity. Additionally, using the UiO-67 template, we were able to perform a direct comparison of catalytic activity with that of the less acidic urea-based analogue. This is the first demonstration of the functionalization of a heterogeneous framework with an acidic squaramide derivative.
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Cites
Metal-organic framework materials as catalysts
Lee, J., Farha, O. K., Roberts, J., Scheidt, K. A., Nguyen, S. T., & Hupp, J. T. (2009) · Chemical Society Reviews · doi:10.1039/b807080f · Cited by 7,969
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Cited by
Emerging Multifunctional Metal–Organic Framework Materials
Li, B., Wen, H., Cui, Y., Zhou, W., Qian, G., & Chen, B. (2016) · Advanced Materials · doi:10.1002/adma.201601133 · Cited by 1,587
Single-Atom Catalysts across the Periodic Table
Kaiser, S. K., Chen, Z., Faust Akl, D., Mitchell, S., & Pérez-Ramírez, J. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.0c00576 · Cited by 1,367
Metal–organic and covalent organic frameworks as single-site catalysts
Rogge, S. M. J., Bavykina, A., Hajek, J., Garcia, H., Olivos-Suarez, A. I., Sepúlveda-Escribano, A., Vimont, A., Clet, G., Bazin, P., Kapteijn, F., et al. (2017) · Chemical Society Reviews · doi:10.1039/c7cs00033b · Cited by 1,077
Bioinspired Framework Catalysts: From Enzyme Immobilization to Biomimetic Catalysis
Wang, K.-Y., Zhang, J., Hsu, Y.-C., Lin, H., Han, Z., Pang, J., Yang, Z., Liang, R.-R., Shi, W., & Zhou, H.-C. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00879 · Cited by 490
Metal organic frameworks mimicking natural enzymes: a structural and functional analogy
Nath, I., Chakraborty, J., & Verpoort, F. (2016) · Chemical Society Reviews · doi:10.1039/c6cs00047a · Cited by 477
Metadata
- Authors
- McGuirk, C. M., Katz, M. J., Stern, C. L., Sarjeant, A. A., Hupp, J. T., Farha, O. K., & Mirkin, C. A.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2015-01-09
- Volume
- 137
- Issue
- 2
- Pages
- 919-925
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2324633527
- Cited by
- 213
- References
- 1
- FWCI
- 13.49
- Type
- journal article
- Language
- en
- Open access
- closed
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