journal article·2020-07-01Open access

(Thio)urea-Based Covalent Organic Framework as a Hydrogen-Bond-Donating Catalyst

Jiyun Hu, Federica Zanca, Patricia Lambe, Miu Tsuji, Samantha Wijeweera, Stefano Todisco, Piero Mastrorilli, William Shirley, Mourad Benamara, Peyman Z. Moghadam, Hudson Beyzavi

ACS Applied Materials & Interfaces· Volume 12· Issue 26

Abstract

Two-dimensional urea- and thiourea-containing covalent organic frameworks (COFs) were synthesized at ambient conditions at large scale within 1 h in the absence of an acid catalyst. The site-isolated urea and thiourea in the COF showed enhanced catalytic efficiency as a hydrogen-bond-donating organocatalyst compared to the molecular counterparts in epoxide ring-opening reaction, aldehyde acetalization, and Friedel-Crafts reaction. The COF catalysts also had excellent recyclability.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Covalent Organic Framework Applications · Metal-Organic Frameworks: Synthesis and Applications · Chemical Synthesis and Reactions

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 S13JD, United Kingdom

DICATECh, Politecnico di Bari, Bari I-70125, Italy

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

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

Funding

University of Arkansas · University of Sheffield · National Institute of General Medical Sciences

References (69)

Show source-provided references
1. 10.1038/3505173610.1038/35051736 ↗
2. De Montellano P. R. O. · 200510.1007/b139087 ↗
3. 10.1039/C4CS00192C10.1039/C4CS00192C ↗
4. 10.1021/acs.accounts.8b0029710.1021/acs.accounts.8b00297 ↗
5. 10.1126/science.112041110.1126/science.1120411 ↗
6. 10.1021/jacs.8b0970510.1021/jacs.8b09705 ↗
7. 10.1021/jacs.8b0845210.1021/jacs.8b08452 ↗
8. 10.1039/C8CS00978C10.1039/C8CS00978C ↗
9. 10.1093/nsr/nwz12210.1093/nsr/nwz122 ↗
10. 10.1039/C9NR07525A10.1039/C9NR07525A ↗
11. 10.1038/nchem.235210.1038/nchem.2352 ↗
12. 10.1039/C6CY00362A10.1039/C6CY00362A ↗
13. 10.1002/asia.20190152710.1002/asia.201901527 ↗
14. 10.1039/b511216h10.1039/b511216h ↗
15. 10.1002/chem.20050107610.1002/chem.200501076 ↗
16. 10.1039/b801793j10.1039/b801793j ↗
17. 10.1055/s-0028-108755710.1055/s-0028-1087557 ↗
18. 10.1039/C4OB00306C10.1039/C4OB00306C ↗
19. 10.1016/j.tetlet.2017.12.03710.1016/j.tetlet.2017.12.037 ↗
20. 10.1107/S056774086800437110.1107/S0567740868004371 ↗
21. Dannecker W. · Crystal. Struct. Commun. · 1979 · 8 · 429
22. 10.1021/ja00179a02810.1021/ja00179a028 ↗
23. 10.1107/S010827019500607X10.1107/S010827019500607X ↗
24. 10.1107/S160053680301094810.1107/S1600536803010948 ↗
25. 10.1039/B708921J10.1039/B708921J ↗
26. 10.1107/S160053681005030010.1107/S1600536810050300 ↗
27. 10.1021/ja210811810.1021/ja2108118 ↗
28. 10.1039/c3cc47177b10.1039/c3cc47177b ↗
29. 10.1039/c3cy00864a10.1039/c3cy00864a ↗
30. 10.1021/jacs.5b1223710.1021/jacs.5b12237 ↗
31. 10.1021/ja511403t10.1021/ja511403t ↗
32. 10.1039/C5CE02526E10.1039/C5CE02526E ↗
33. 10.1039/C7CE02079A10.1039/C7CE02079A ↗
34. 10.1016/0040-6031(93)80508-810.1016/0040-6031(93)80508-8 ↗
35. 10.1021/acssuschemeng.8b0546310.1021/acssuschemeng.8b05463 ↗
36. 10.1021/ja401784210.1021/ja4017842 ↗
37. 10.1039/C4CC03389B10.1039/C4CC03389B ↗
38. 10.1039/C5CC03413B10.1039/C5CC03413B ↗
39. 10.1021/ja510895m10.1021/ja510895m ↗
40. 10.1002/chem.20150169210.1002/chem.201501692 ↗
41. 10.1021/acs.chemmater.6b0195410.1021/acs.chemmater.6b01954 ↗
42. 10.1021/jacs.7b0124010.1021/jacs.7b01240 ↗
43. 10.1039/C7CC05779B10.1039/C7CC05779B ↗
44. 10.1021/jacs.8b0132010.1021/jacs.8b01320 ↗
45. 10.1021/jacs.9b0918910.1021/jacs.9b09189 ↗
46. 10.1039/C9SC03725J10.1039/C9SC03725J ↗
47. 10.1021/cm802981m10.1021/cm802981m ↗
48. 10.1039/C5CC04680G10.1039/C5CC04680G ↗
49. 10.1021/jacs.6b0881510.1021/jacs.6b08815 ↗
50. 10.1021/jacs.7b0691310.1021/jacs.7b06913 ↗
51. 10.1039/C9NJ00830F10.1039/C9NJ00830F ↗
52. 10.1002/adma.20190577610.1002/adma.201905776 ↗
53. 10.1007/s10118-018-2010-510.1007/s10118-018-2010-5 ↗
54. 10.1021/jacs.8b1369110.1021/jacs.8b13691 ↗
55. 10.1021/ja308278w10.1021/ja308278w ↗
56. 10.1016/0584-8539(71)80214-310.1016/0584-8539(71)80214-3 ↗
57. 10.1016/j.molstruc.2017.01.01610.1016/j.molstruc.2017.01.016 ↗
58. Materials Studio; Accelrys: San Diego, CA, 2001–2011.
59. 10.1515/pac-2014-111710.1515/pac-2014-1117 ↗
60. 10.1021/jacs.7b0791810.1021/jacs.7b07918 ↗
61. 10.1021/acsami.8b1850210.1021/acsami.8b18502 ↗
62. 10.1039/C9SC03052B10.1039/C9SC03052B ↗
63. 10.1021/ja01160a01410.1021/ja01160a014 ↗
64. 10.1021/ol300307c10.1021/ol300307c ↗
65. 10.1039/C5TA03835A10.1039/C5TA03835A ↗
66. 10.1021/acs.cgd.9b0045910.1021/acs.cgd.9b00459 ↗
67. 10.1016/j.jacc.2005.04.05010.1016/j.jacc.2005.04.050 ↗
68. 10.1016/S0895-7061(02)02933-310.1016/S0895-7061(02)02933-3 ↗
69. 10.1055/s-2004-83284410.1055/s-2004-832844 ↗