journal article·2024-06-14

Triflate-Functionalized UiO-66 Metal–Organic Framework Nanoparticles for Tandem Synthesis of Xanthones

Kai Zhou, Mingjie Liu, Zhenghua Zhao, Yajing Shen, Zongbi Bao, Qiwei Yang, Qilong Ren, Zhiguo Zhang

ACS Applied Nano Materials· Volume 7· Issue 11
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Abstract

Synthetic chemists have always pursued multifunctional heterogeneous catalysts for their ultrahigh efficiency, excellent selectivity, and good compatibility. In this work, we report bifunctional metal–organic framework (MOF) nanoparticles that integrate strong Lewis acid and photoredox sites (UiO-66-OTf) as an efficient nanocatalyst for tandem photo-oxidized 2-aryloxybenzaldehydes with O 2 to xanthones. The triflate groups attached to the MOF nodes greatly enhanced the Lewis acidity, enabling UiO-66-OTf to catalyze reductive cyclization of 2-aryloxybenzaldehydes to xanthenes with ethanol as a reductant. This acid modifier also improved the photogenerated charge transfer efficiency of UiO-66-OTf due to its strong electron-withdrawing effect. Thus, the photocatalytic site of UiO-66-OTf can further convert the formed xanthenes into the corresponding xanthones via a photo-oxidation process with O 2 as the oxidant in one pot. This catalytic system can tolerate a variety of electronically diverse substrates. UiO-66-OTf can be reused six times and retains crystal structure integrity.
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Research context

OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Molecular spectroscopy and chirality · Supramolecular Self-Assembly in Materials

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

Affiliations

Key Laboratory of Biomass Chemical Engineering of Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Yuhangtang Road 388, Hangzhou 310058, P. R. China

Institute of Zhejiang University-Quzhou, Zheda Road 99, Quzhou 324000, P. R. China

Funding

National Key Research and Development Program of China · National Natural Science Foundation of China · Key R&D Program Projects in Zhejiang Province

References (57)

Show source-provided references
1. 10.1016/S0031-9422(00)00303-410.1016/S0031-9422(00)00303-4 ↗
2. 10.1021/jf100249s10.1021/jf100249s ↗
3. 10.2174/13852721280454692110.2174/138527212804546921 ↗
4. 10.1021/jm00064a00610.1021/jm00064a006 ↗
5. 10.1055/s-1999-277010.1055/s-1999-2770 ↗
6. 10.3987/COM-11-1213610.3987/COM-11-12136 ↗
7. 10.1039/C4RA06159D10.1039/C4RA06159D ↗
8. 10.1016/j.tetlet.2010.10.11010.1016/j.tetlet.2010.10.110 ↗
9. 10.1016/j.tetlet.2018.01.02610.1016/j.tetlet.2018.01.026 ↗
10. 10.1021/ol203381q10.1021/ol203381q ↗
11. 10.1002/adsc.20130048810.1002/adsc.201300488 ↗
12. 10.1039/C7OB00080D10.1039/C7OB00080D ↗
13. 10.1021/ol400085710.1021/ol4000857 ↗
14. 10.1016/j.tet.2019.13053310.1016/j.tet.2019.130533 ↗
15. 10.1039/C2SC21823B10.1039/C2SC21823B ↗
16. 10.1002/advs.20210063110.1002/advs.202100631 ↗
17. 10.1039/D3CY00443K10.1039/D3CY00443K ↗
18. 10.1021/jacs.3c0127310.1021/jacs.3c01273 ↗
19. 10.1021/acs.orglett.7b0127010.1021/acs.orglett.7b01270 ↗
20. 10.1021/acscatal.0c0505310.1021/acscatal.0c05053 ↗
21. 10.1021/acscatal.1c0523310.1021/acscatal.1c05233 ↗
22. 10.1016/j.ejmech.2020.11308510.1016/j.ejmech.2020.113085 ↗
23. 10.1002/adsc.20200083610.1002/adsc.202000836 ↗
24. 10.1021/cr300014x10.1021/cr300014x ↗
25. 10.1039/C4CS00094C10.1039/C4CS00094C ↗
26. 10.1039/C6CS00250A10.1039/C6CS00250A ↗
27. 10.1002/adma.20170430310.1002/adma.201704303 ↗
28. 10.1021/acscatal.8b0496010.1021/acscatal.8b04960 ↗
29. 10.1016/j.jcis.2018.09.09910.1016/j.jcis.2018.09.099 ↗
30. 10.1039/D0OB01729A10.1039/D0OB01729A ↗
31. 10.1039/D0DT03025B10.1039/D0DT03025B ↗
32. 10.1021/jacs.0c0296610.1021/jacs.0c02966 ↗
33. 10.1039/D1QI00394A10.1039/D1QI00394A ↗
34. 10.1021/jacs.9b0789110.1021/jacs.9b07891 ↗
35. 10.1002/adfm.20210423110.1002/adfm.202104231 ↗
36. 10.1002/anie.20210634210.1002/anie.202106342 ↗
37. 10.1016/j.ccr.2023.21523510.1016/j.ccr.2023.215235 ↗
38. 10.1016/j.ccr.2022.21456110.1016/j.ccr.2022.214561 ↗
39. 10.1039/D1DT02424H10.1039/D1DT02424H ↗
40. 10.1002/sstr.20210017610.1002/sstr.202100176 ↗
41. 10.1021/ja805795310.1021/ja8057953 ↗
42. 10.1002/chem.20090352610.1002/chem.200903526 ↗
43. 10.1016/j.ccr.2022.21442810.1016/j.ccr.2022.214428 ↗
44. 10.1021/acsami.9b1752010.1021/acsami.9b17520 ↗
45. 10.1016/j.mcat.2023.11341810.1016/j.mcat.2023.113418 ↗
46. 10.1039/c3cc46105j10.1039/c3cc46105j ↗
47. 10.1016/j.molcata.2015.10.02210.1016/j.molcata.2015.10.022 ↗
48. 10.1021/jo034258u10.1021/jo034258u ↗
49. 10.1021/jacs.8b0576510.1021/jacs.8b05765 ↗
50. 10.1002/anie.20201380710.1002/anie.202013807 ↗
51. 10.1021/acsami.2c0266810.1021/acsami.2c02668 ↗
52. 10.1021/acs.chemmater.6b0544410.1021/acs.chemmater.6b05444 ↗
53. 10.1021/acs.inorgchem.1c0369010.1021/acs.inorgchem.1c03690 ↗
54. 10.1021/acs.joc.0c0269410.1021/acs.joc.0c02694 ↗
55. 10.1016/j.mcat.2019.11061110.1016/j.mcat.2019.110611 ↗
56. 10.1016/j.mcat.2021.11140510.1016/j.mcat.2021.111405 ↗
57. 10.3390/molecules2719631510.3390/molecules27196315 ↗