journal article·2022-01-12Open access

Ru-Bipyridine Entrapped in the Supercages of EMC-1 Faujasite as Catalyst for the Trifluoromethylation of Arenes

Vincent Lemmens, Christophe Vos, Aram L. Bugaev, Jannick Vercammen, Niels Van Velthoven, Jorge Gascon, Dirk E. De Vos

Abstract

Trifluoromethyl (CF3) groups are versatile structural motifs especially in the field of agrochemicals and pharmaceuticals. However, current trifluoromethylation reactions are generally associated with stoichiometric amounts of transition metals/metal oxidants, homogeneous catalysts, high temperatures, and expensive trifluoromethylating agents. In this work, the homogeneous photocatalyst Ru(bipy)32+ is entrapped in the pores of a faujasite support (EMC-1) via a “ship-in-a-bottle” strategy. The formation of the coordination compound was confirmed by Fourier transform infrared (FTIR), UV–Vis spectroscopy, and X-ray absorption spectroscopy (XAS). Due to its high stability toward acidified environments, this single-site heterogeneous catalyst is suitable for the trifluoromethylation of synthetically interesting (hetero)arenes under visible-light irradiation at room temperature. Furthermore, the heterogeneous catalyst could efficiently be reused for at least three times with minimal catalyst leaching/deactivation.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Fluorine in Organic Chemistry · Inorganic Fluorides and Related Compounds · Ammonia Synthesis and Nitrogen Reduction

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

Affiliations

Centre For Membrane Separations, Adsorption, Catalysis, and Spectroscopy for Sustainable Solutions (cMACs), KU Leuven, Leuven 3001, Belgium

The Smart Materials Research Institute, Southern Federal University, Rostov-on-Don 344090, Russia

King Abdullah University of Science and Technology (KAUST), Thuwal 23955, Saudi Arabia

Funding

Fonds Wetenschappelijk Onderzoek · Ministry of Science and Higher Education of the Russian Federation · Global Collaborative Research, King Abdullah University of Science and Technology

References (35)

Show source-provided references
1. 10.1039/b610213c10.1039/b610213c ↗
2. 10.1038/ncomms1435310.1038/ncomms14353 ↗
3. 10.1038/nature1010810.1038/nature10108 ↗
4. 10.1002/chem.20200085610.1002/chem.202000856 ↗
5. 10.1038/ncomms891910.1038/ncomms8919 ↗
6. 10.1038/nature1064710.1038/nature10647 ↗
7. 10.1002/adsc.20180157110.1002/adsc.201801571 ↗
8. 10.1016/j.jfluchem.2009.09.00710.1016/j.jfluchem.2009.09.007 ↗
9. 10.1021/cr500223h10.1021/cr500223h ↗
10. 10.1002/chem.20140400510.1002/chem.201404005 ↗
11. 10.1021/cr400473a10.1021/cr400473a ↗
12. 10.1021/acs.accounts.6b0026810.1021/acs.accounts.6b00268 ↗
13. 10.3762/bjoc.13.27310.3762/bjoc.13.273 ↗
14. 10.3762/bjoc.13.27210.3762/bjoc.13.272 ↗
15. 10.2139/ssrn.360676410.2139/ssrn.3606764 ↗
16. 10.1021/acs.oprd.9b0022510.1021/acs.oprd.9b00225 ↗
17. 10.1002/chem.20140550510.1002/chem.201405505 ↗
18. Verified Market Research. Global synthetic zeolite market - market size, status and forecast to 2027; 2019.
19. 10.1039/B400147H10.1039/B400147H ↗
20. 10.1039/b605469b10.1039/b605469b ↗
21. 10.1021/ja020446a10.1021/ja020446a ↗
22. 10.1016/0927-0248(94)00224-X10.1016/0927-0248(94)00224-X ↗
23. 10.1021/ja963584710.1021/ja9635847 ↗
24. 10.1016/j.micromeso.2017.03.03910.1016/j.micromeso.2017.03.039 ↗
25. 10.1021/cr980026x10.1021/cr980026x ↗
26. 10.1021/j100455a01910.1021/j100455a019 ↗
27. 10.2516/ogst/201403010.2516/ogst/2014030 ↗
28. 10.1021/ic960033910.1021/ic9600339 ↗
29. 10.1021/acs.jpca.0c0088810.1021/acs.jpca.0c00888 ↗
30. 10.1016/j.jcis.2020.08.11710.1016/j.jcis.2020.08.117 ↗
31. 10.1021/cr300503r10.1021/cr300503r ↗
32. 10.1016/j.tet.2019.13064110.1016/j.tet.2019.130641 ↗
33. 10.1016/s0167-2991(04)80658-x10.1016/s0167-2991(04)80658-x ↗
34. 10.1023/A:101918810579410.1023/A:1019188105794 ↗
35. 10.1002/adsc.20130019910.1002/adsc.201300199 ↗