Porous Crystalline Olefin-Linked Covalent Organic Frameworks
The first unsubstituted olefin-linked covalent organic framework, termed COF-701, was made by linking 2,4,6-trimethyl-1,3,5-triazine (TMT) and 4,4'-biphenyldicarbaldehyde (BPDA) through Aldol condensation. Formation of the unsubstituted olefin (-CH═CH-) linkage upon reticulation is confirmed by...
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| Published in: | Journal of the American Chemical Society Vol. 141; no. 17; p. 6848 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
United States
01.05.2019
|
| ISSN: | 1520-5126, 1520-5126 |
| Online Access: | Get more information |
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| Summary: | The first unsubstituted olefin-linked covalent organic framework, termed COF-701, was made by linking 2,4,6-trimethyl-1,3,5-triazine (TMT) and 4,4'-biphenyldicarbaldehyde (BPDA) through Aldol condensation. Formation of the unsubstituted olefin (-CH═CH-) linkage upon reticulation is confirmed by Fourier transform infrared (FT-IR) spectroscopy and solid-state
C cross-polarization magic angle spinning (CP-MAS) NMR spectroscopy of the framework and of its
C-isotope-labeled analogue. COF-701 is found to be porous (1715 m
g
) and to retain its composition and crystallinity under both strongly acidic and basic conditions. The high chemical robustness is attributed to the unsubstituted olefin linkages. Immobilization of the strong Lewis acid BF
·OEt
in the pores of the structure yields BF
⊂COF-701. In the material, the catalytic activity of the guest is retained, as evidenced in a benchmark Diels-Alder reaction. |
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| Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 1520-5126 1520-5126 |
| DOI: | 10.1021/jacs.9b02848 |