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Tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane

CAS Number 875772-13-7

Boronates, Chemistry Building Blocks, COF Ligands, Monomers, Non-Heterocyclic Building Blocks, Porous Organic Frameworks


Product Code B4181-250mg
Price £90 ex. VAT

Covalent Organic Frameworks (COFs) Tetraphenylmethane Ligand

Applied in the synthesis of 3D flexible COFs in the applications of gas absorption and storage, and photoluminescence materials


Overview | Product Information | MSDS | Related Products


Tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane (CAS number 875772-13-7) is a tetraphenylmethane building block functionalized with a pinacolborane on each of the phenyl groups at the para-position. The central carbon in the ligand is in sp3 hybridization, leading to a tetrahedral structure and thus reduced conjugation. The pinacolborane groups enable facile coupling reactions for the synthesis of 3D COFs. The resulting COFs with tetraphenylmethane moieties exhibit a high surface area of 1553 m2/g and a high H2 uptake capacity of 7.4 wt%.

Photoswitching porous organic frameworks can be synthesized with tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane and azo derivatives. The flexibility introduced by tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane allows the EZ photoisomerization, which impacts the absorption capacity of N2 and CO2.

MOF and COF ligands

MOF and COF Ligands

Tetraphenylmethane ligand for cross-linked COF/MOF networks

Facile reactions

Facile Reactions

Bpin possesses excellent reactivity

High purity

High Purity

>98% pure

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General Information


CAS Number 875772-13-7
Chemical Formula C49H64B4O8
Full Name 2,2',2'',2'''-(Methanetetrayltetra-4,1-phenylene)tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
Molecular Weight 824.27 g/mol
Synonyms 4,4,5,5-tetramethyl-2-(4-{tris[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}phenyl)-1,3,2-dioxaborolane
Classification or Family Porous organic frameworks, COF, Boronic esters

Chemical Structure


Tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane, CAS number 875772-13-7
Tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane, CAS number 875772-13-7

Product Details


Purity > 98%
Melting Point N/A
Appearance Off-white to beige powder

MSDS Documentation


Tetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane MSDS SheetTetrakis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methane MSDS Sheet

References


  • Orthogonal photoswitching in a porous organic framework, J, Sheng et al., Angew. Chem. Int. Ed., 63, e202404878 (2024); DOI: 10.1002/anie.202404878.
  • Diels–Alder cycloaddition polymerization for porous poly-phenylenes with exceptional gas uptake properties, T. Ashirov et al., Chem. Commun., 60, 2657 (2024); DOI: 10.1039/d3cc06162k.
  • Flexible porous organic polymers constructed using C(sp3)–C(sp3) coupling reactions and their high methane-storage capacity, S. Zhou et al., Chem. Sci., 15, 10830 (2024); DOI: 10.1039/d4sc01289e.


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