One-Pot and Shape-Controlled Synthesis of Organic Cages.
Angew Chem Int Ed Engl
; 60(33): 17904-17909, 2021 Aug 09.
Article
in En
| MEDLINE
| ID: mdl-34036741
ABSTRACT
Organic cages are fascinating because of their well-defined 3D cavities, excellent stability, and accessible post-modification. However, the synthesis is normally realized by fragment coupling approach in low yields. Herein, we report one-pot, gram-scale and shape-controlled synthesis of two covalent organic cages (box-shaped [4]cage and triangular prism-shaped [2]cage) in yields of 46 % and 52 %, involving direct condensation of triangular 1,3,5-tris(2,4-dimethoxyphenyl)benzene monomer with paraformaldehyde and isobutyraldehyde, respectively. The cages can convert into high-yielding per-hydroxylated analogues. The [2]cage can be utilized as gas chromatographic stationary phase for high-resolution separation of benzene/cyclohexane and toluene/methylcyclohexane. By changing the central moiety of the triangular monomer and/or aldehyde, this synthetic method would have the potential to be a general strategy to access diverse cages with tunable shape, size, and electronic properties.
Full text:
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Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Angew Chem Int Ed Engl
Year:
2021
Document type:
Article