5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde (CAS 945865-80-5) is a bifunctional building block for covalent organic frameworks (COFs) and macromolecules. Its benzene core carries two aldehyde groups and a pinacol boronate ester (Bpin), supplied as a white to off-white powder with >98% purity.
The two aldehyde groups condense with amines to give imine-linked COF networks, while the Bpin group opens the way to post-functionalization by Suzuki-Miyaura cross-coupling. Attaching pyrene, for example, yields a pyrene-isophthalaldehyde that forms a COF cage with cyclohexanediamine; this cage has been investigated for photocatalytic conversion of benzeneboronic acid to phenol at 99% conversion. Coupling with bipyridine instead gives cages that capture iodine, up to 5.8 g/g.
The compound is also a precursor to benzimidazole-triazine materials for exciplex OLEDs, made with triazine derivatives and N-phenyl-o-phenylenediamine. Devices reported from these materials reached a luminous efficacy of 80.4 lm/W, current efficiency of 60.1 cd/A and external quantum efficiency of 18.4%.
- Synthesis of imine-linked covalent organic frameworks by condensation with amines.
- Preparation of porous organic cages functionalized through Suzuki-Miyaura coupling of the Bpin group.
- Development of COF cages for iodine capture.
- Research on photocatalysts, including visible light-induced hydrogen generation.
- Preparation of benzimidazole-triazine emitters and hosts for exciplex OLEDs.
| Brand | Ossila |
|---|---|
| CAS number | 945865-80-5 |
| Molecular formula | C14H17BO4 |
| Purity | >98% |
| Category | — |
| Pack sizes | 500 mg, 1 g, 5 g |
| Physical form | White to off-White powder |
| Storage | — |
- Product code: B3511
- Molecular Weight: 260.09 g/mol
- Synonym: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-dicarbaldehyde
- Classification / Family: Isophthalaldehydes, Dioxaborolanes, COFs, Macromolecules, Iodine capture, OLEDs, Hydrogen evolution, Photocatalysts
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