DataVXACS Applied Materials & InterfacesPaper
journal article·2021-05-12

Catalyst-Enabled In Situ Linkage Reduction in Imine Covalent Organic Frameworks

Jiyun Hu, Federica Zanca, Gregory J. McManus, Isabella A. Riha, Huong Giang T. Nguyen, William Shirley, Collin G. Borcik, Benjamin J. Wylie, Mourad Benamara, Roger D. van Zee, Peyman Z. Moghadam, Hudson Beyzavi

ACS Applied Materials & Interfaces· Volume 13· Issue 18
Publisher page
Source abstract

Abstract

New linkages for covalent organic frameworks (COFs) have been continuously pursued by chemists as they serve as the structure and property foundation for the materials. Developing new reaction types or modifying known linkages have been the only two methods to create new COF linkages. Herein, we report a novel strategy that uses H3PO3 as a bifunctional catalyst to achieve amine-linked COFs from readily available amine and aldehyde linkers. The acidic proton of H3PO3 catalyzes the imine framework formation, which is then in situ reduced to the amine COF by the reductive P-H moiety. The amine-linked COF outperforms its imine analogue in promoting Knoevenagel condensation because of the more basic sites and higher stability.
Source: europepmc · Quality: candidate unverified · Source record ↗

Research context

Catalysis & surfaces

OpenAlex topics: Covalent Organic Framework Applications · Metal-Organic Frameworks: Synthesis and Applications · Advanced Photocatalysis Techniques

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

Affiliations

Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, United States

Department of Chemical and Biological Engineering, The University of Sheffield, Sheffield S1 3JD, United Kingdom

Department of Chemistry and Physics, Florida Gulf Coast University, Fort Myers, Florida 33965, United States

National Institute of Standards and Technology, Gaithersburg, Maryland 20899, United States

Department of Chemistry, Pittsburg State University, Pittsburg, Kansas 66762, United States

Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409, United States

Institute for Nanoscience & Engineering, University of Arkansas, Fayetteville, Arkansas 72701, United States

Funding

University of Arkansas · American Chemical Society Petroleum Research Fund · National Institute of General Medical Sciences

References (65)

Show source-provided references
1. 10.1039/c2cs35157a10.1039/c2cs35157a ↗
2. 10.1039/C2CS35072F10.1039/C2CS35072F ↗
3. 10.1002/anie.20171019010.1002/anie.201710190 ↗
4. 10.1002/adfm.20170555310.1002/adfm.201705553 ↗
5. 10.1002/advs.20180141010.1002/advs.201801410 ↗
6. 10.1021/acs.chemrev.9b0055010.1021/acs.chemrev.9b00550 ↗
7. 10.1016/j.trechm.2019.03.00110.1016/j.trechm.2019.03.001 ↗
8. 10.1021/acsanm.0c0132710.1021/acsanm.0c01327 ↗
9. 10.1039/D0CS00199F10.1039/D0CS00199F ↗
10. 10.1039/C5CC10221A10.1039/C5CC10221A ↗
11. 10.1038/nchem.69510.1038/nchem.695 ↗
12. 10.1002/anie.20160615510.1002/anie.201606155 ↗
13. 10.1021/jacs.6b0881510.1021/jacs.6b08815 ↗
14. 10.1021/jacs.7b0124010.1021/jacs.7b01240 ↗
15. 10.1016/j.chempr.2017.12.01110.1016/j.chempr.2017.12.011 ↗
16. 10.1021/acsmaterialslett.0c0037610.1021/acsmaterialslett.0c00376 ↗
17. 10.1039/C9GC04033A10.1039/C9GC04033A ↗
18. 10.1039/D0CC06519F10.1039/D0CC06519F ↗
19. 10.1039/C8CS00978C10.1039/C8CS00978C ↗
20. 10.1093/nsr/nwz12210.1093/nsr/nwz122 ↗
21. 10.1039/C9QM00555B10.1039/C9QM00555B ↗
22. 10.1021/jacs.6b0837710.1021/jacs.6b08377 ↗
23. 10.1016/j.chempr.2018.05.00310.1016/j.chempr.2018.05.003 ↗
24. 10.1021/jacs.9b0473110.1021/jacs.9b04731 ↗
25. 10.1021/jacs.0c0096910.1021/jacs.0c00969 ↗
26. 10.1021/jacs.8b0583010.1021/jacs.8b05830 ↗
27. 10.1021/jacs.9b0524410.1021/jacs.9b05244 ↗
28. 10.1038/s41467-018-04979-y10.1038/s41467-018-04979-y ↗
29. 10.1038/s41467-018-05462-410.1038/s41467-018-05462-4 ↗
30. 10.1021/jacs.0c0092310.1021/jacs.0c00923 ↗
31. 10.1021/jacs.0c1105010.1021/jacs.0c11050 ↗
32. 10.1039/C5CS00878F10.1039/C5CS00878F ↗
33. 10.1016/S0040-4020(01)99253-110.1016/S0040-4020(01)99253-1 ↗
34. 10.1021/cr60261a00510.1021/cr60261a005 ↗
35. 10.1021/jo00399a04110.1021/jo00399a041 ↗
36. 10.3762/bjoc.13.21910.3762/bjoc.13.219 ↗
37. Troev K. D. · 2018 · 19910.1016/B978-0-12-813834-2.00004-4 ↗
38. Troev K. D. · 2018 · 29110.1016/B978-0-12-813834-2.00006-8 ↗
39. 10.1021/ja308278w10.1021/ja308278w ↗
40. 10.1021/acsmacrolett.6b0048610.1021/acsmacrolett.6b00486 ↗
41. 10.1021/jacs.8b0057110.1021/jacs.8b00571 ↗
42. 10.1021/jacs.0c0341810.1021/jacs.0c03418 ↗
43. 10.1016/S1872-2067(20)63572-010.1016/S1872-2067(20)63572-0 ↗
44. 10.1021/jacs.9b1062510.1021/jacs.9b10625 ↗
45. 10.1021/jacs.0c0746110.1021/jacs.0c07461 ↗
46. 10.1021/cm201140r10.1021/cm201140r ↗
47. 10.1021/jacs.0c1224910.1021/jacs.0c12249 ↗
48. 10.1016/0040-4020(96)00727-210.1016/0040-4020(96)00727-2 ↗
49. 10.1021/ja01013a00110.1021/ja01013a001 ↗
50. 10.1039/b910077f10.1039/b910077f ↗
51. 10.1016/j.inoche.2011.08.01910.1016/j.inoche.2011.08.019 ↗
52. 10.1002/anie.20200133210.1002/anie.202001332 ↗
53. 10.1021/acs.langmuir.5b0393310.1021/acs.langmuir.5b03933 ↗
54. Materials Studio, Accelrys Software Inc., San Diego, CA, 2001–2011.
55. 10.1021/ja401784210.1021/ja4017842 ↗
56. 10.1002/anie.20160781210.1002/anie.201607812 ↗
57. 10.1021/jacs.7b0791810.1021/jacs.7b07918 ↗
58. 10.1021/jacs.0c0720610.1021/jacs.0c07206 ↗
59. 10.1002/anie.20131050010.1002/anie.201310500 ↗
60. 10.1039/C4CC07104B10.1039/C4CC07104B ↗
61. 10.1021/jacs.6b0956310.1021/jacs.6b09563 ↗
62. 10.1039/C6QM00363J10.1039/C6QM00363J ↗
63. 10.1021/acs.chemmater.9b0271810.1021/acs.chemmater.9b02718 ↗
64. 10.1039/C8TA11447A10.1039/C8TA11447A ↗
65. 10.1039/C9CC07500C10.1039/C9CC07500C ↗