Eosin Y Post-Decorated Metal–Organic Framework as a Selectivity Regulator for the Alcohols Oxidation
Source abstract
Abstract
The selective oxidation of alcohols into aldehydes is a basic and significant procedure, with great potential for scientific research and industrial applications. However, as an important factor in the C(sp 3 )–H activation process, high selectivity is generally difficult to achieve due to the fact that the more easily activated properties of aldehydes are compared to alcohols. Herein, by the ingenious decoration of eosin Y into a Zr-based metal–organic framework (MOF–808), EY@MOF–808 was prepared as a selectivity regulator for the aerobic oxidation of the benzyl alcohols into corresponding aldehydes, possessing applicability for the benzylic alcohols with various substituents. By anchoring eosin Y on Zr 6 O 4 (OH) 4 clusters of MOF–808 and maintaining open metal nodes with selective binding effects, the benzyl alcohol substrates were selectively coordinated to the unsaturated metal clusters adjacent to eosin Y, which ensured that the excited eosin Y rapidly activated substrates to generate carbon radicals by the hydrogen atom transfer (HAT) process. The rapid electron transfer (ET) simultaneously produced reactive oxygen species (O 2 •– ) and then a combination of both to further promote the generation of benzaldehydes. The weak interaction of benzaldehydes with the skeleton allowed it to dissociate rapidly, thus preventing overoxidation. Under the catalysis of EY@MOF–808, the selectivity of various benzaldehydes was more than 99%. In contrast, eosin Y gave only benzoic acid products under the same conditions, which demonstrated the superiority of regulatory selectivity of EY@MOF–808. Taking advantage of the heterogeneity of the MOF, EY@MOF–808 was recycled four times without a decrease in its selectivity and avoided the quenching effect of eosin Y. The organic functional units postdecorated MOF-based photocatalyst strategy exhibits a promising new perspective approach to sustainably regulating the selectivity of inert oxidation.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Metal-Organic Frameworks: Synthesis and Applications · Oxidative Organic Chemistry Reactions · Chemical Synthesis and Reactions
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian 116024, P. R. China
State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China
Funding
Natural Science Foundation of Jiangsu Province · Natural Science Foundation of Liaoning Province · Fundamental Research Funds for the Central Universities · National Natural Science Foundation of China
References (62)
Show source-provided references
1. 10.1016/j.apcatb.2021.11988510.1016/j.apcatb.2021.119885 ↗
2. 10.1016/j.cej.2013.11.09310.1016/j.cej.2013.11.093 ↗
3. 10.1016/j.cej.2012.07.09810.1016/j.cej.2012.07.098 ↗
4. 10.1126/science.112056010.1126/science.1120560 ↗
5. 10.1039/c3cs60282f10.1039/c3cs60282f ↗
6. 10.1039/b707314n10.1039/b707314n ↗
7. 10.1002/anie.20100153310.1002/anie.201001533 ↗
8. 10.1039/C9GC03000J10.1039/C9GC03000J ↗
9. 10.1021/acscatal.9b0527310.1021/acscatal.9b05273 ↗
10. 10.1021/cs400956a10.1021/cs400956a ↗
11. 10.1021/acs.chemrev.6b0005710.1021/acs.chemrev.6b00057 ↗
12. 10.1016/j.apcata.2023.11931410.1016/j.apcata.2023.119314 ↗
13. 10.1021/jacs.5b0174510.1021/jacs.5b01745 ↗
14. 10.1021/jacs.2c1388710.1021/jacs.2c13887 ↗
15. 10.1021/acs.chemrev.1c0024310.1021/acs.chemrev.1c00243 ↗
16. 10.1126/science.123044410.1126/science.1230444 ↗
17. 10.1016/j.apcatb.2016.05.04110.1016/j.apcatb.2016.05.041 ↗
18. 10.1021/acs.chemrev.9b0022310.1021/acs.chemrev.9b00223 ↗
19. 10.1021/acscatal.2c0103010.1021/acscatal.2c01030 ↗
20. 10.1021/jacs.0c1154610.1021/jacs.0c11546 ↗
21. 10.1039/D2TA06208A10.1039/D2TA06208A ↗
22. 10.1021/acsami.1c2042010.1021/acsami.1c20420 ↗
23. 10.1039/C4CC00751D10.1039/C4CC00751D ↗
24. 10.1021/jacs.1c0108310.1021/jacs.1c01083 ↗
25. 10.1021/jacs.3c0270310.1021/jacs.3c02703 ↗
26. 10.1021/acs.inorgchem.1c0381310.1021/acs.inorgchem.1c03813 ↗
27. 10.1021/jp311929610.1021/jp3119296 ↗
28. 10.3762/bjoc.15.13910.3762/bjoc.15.139 ↗
29. 10.1021/jacs.8b1152510.1021/jacs.8b11525 ↗
30. 10.1039/c3cc48562e10.1039/c3cc48562e ↗
31. 10.1002/anie.20231385510.1002/anie.202313855 ↗
32. 10.1021/acsami.0c2100710.1021/acsami.0c21007 ↗
33. 10.1039/C3CC44008G10.1039/C3CC44008G ↗
34. 10.1021/ja507119n10.1021/ja507119n ↗
35. 10.1021/acsami.1c2345810.1021/acsami.1c23458 ↗
36. 10.1016/j.apcatb.2020.11938510.1016/j.apcatb.2020.119385 ↗
37. 10.1016/j.jiec.2021.10.00510.1016/j.jiec.2021.10.005 ↗
38. 10.1016/j.jcat.2019.02.01110.1016/j.jcat.2019.02.011 ↗
39. 10.1021/acs.chemmater.0c0243810.1021/acs.chemmater.0c02438 ↗
40. 10.1021/acssuschemeng.6b0246410.1021/acssuschemeng.6b02464 ↗
41. 10.1038/s41557-023-01155-810.1038/s41557-023-01155-8 ↗
42. 10.1038/s41467-021-27550-810.1038/s41467-021-27550-8 ↗
43. 10.1021/acscatal.3c0607810.1021/acscatal.3c06078 ↗
44. 10.1016/j.apcatb.2018.02.00610.1016/j.apcatb.2018.02.006 ↗
45. 10.1002/anie.20240144310.1002/anie.202401443 ↗
46. 10.1002/advs.20170011310.1002/advs.201700113 ↗
47. 10.1021/acscatal.2c0267410.1021/acscatal.2c02674 ↗
48. 10.1002/advs.20210188410.1002/advs.202101884 ↗
49. 10.1016/j.apcatb.2022.12111010.1016/j.apcatb.2022.121110 ↗
50. 10.1002/anie.20150850510.1002/anie.201508505 ↗
51. 10.1021/jacs.8b1305110.1021/jacs.8b13051 ↗
52. 10.1021/jacs.1c1000810.1021/jacs.1c10008 ↗
53. 10.1021/jacs.0c0972710.1021/jacs.0c09727 ↗
54. 10.1021/acsami.1c1628010.1021/acsami.1c16280 ↗
55. 10.1002/anie.20200800010.1002/anie.202008000 ↗
56. 10.1038/s41467-024-44833-y10.1038/s41467-024-44833-y ↗
57. 10.1002/anie.20211449010.1002/anie.202114490 ↗
58. 10.1002/chem.20210258110.1002/chem.202102581 ↗
59. 10.1038/s41467-020-19172-310.1038/s41467-020-19172-3 ↗
60. 10.1039/D2QI00173J10.1039/D2QI00173J ↗
61. 10.1039/C9SC04294F10.1039/C9SC04294F ↗
62. 10.1021/acssuschemeng.1c0641810.1021/acssuschemeng.1c06418 ↗