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Usage

Uses

Used in Organic Chemistry:
4,4',4'',4'''-Methanetetrayltetrakis(benzene-4,1-diyl)tetraboronic acid is used as a key component in cross-coupling reactions, particularly the Suzuki reaction. This palladium-catalyzed reaction is essential for the synthesis of biaryl compounds, which are prevalent in pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4',4'',4'''-Methanetetrayltetrakis(benzene-4,1-diyl)tetraboronic acid is utilized as a building block for the synthesis of complex organic molecules, including potential drug candidates. Its ability to participate in cross-coupling reactions allows for the creation of diverse molecular structures with potential therapeutic applications.
Used in Materials Science:
4,4',4'',4'''-Methanetetrayltetrakis(benzene-4,1-diyl)tetraboronic acid is employed as a precursor in the development of advanced materials, such as organic semiconductors and optoelectronic devices. Its structural properties contribute to the formation of novel materials with unique electronic and optical properties.
Used in Agrochemical Industry:
In the agrochemical industry, 4,4',4'',4'''-Methanetetrayltetrakis(benzene-4,1-diyl)tetraboronic acid is used as an intermediate in the synthesis of various agrochemicals, such as pesticides and herbicides. Its involvement in cross-coupling reactions enables the creation of new compounds with improved efficacy and selectivity.

Upstream product

• 121-43-7 Trimethyl borate 
• 105309-59-9 tetrakis(4-bromophenyl)methane 
• 875772-13-7 tetrakis[4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’,-dioxaborolanephenyl)]methane 

Relevant academic research and scientific papers

Task-specific design of a hierarchical porous aromatic framework as an ultrastable platform for large-sized catalytic active site binding

An amine-tagged hierarchical porous aromatic framework PAF70-NH2 with ultra-stability and narrowly distributed mesopores was synthesized. PAF70-NH2 has high potential for covalently immobilizing a relatively large-sized catalyst inside its pores. This work gave a perfect example of using PAF70-NH2 as a platform for completely recyclable heterogeneous organocatalysis.

Facile Synthesis of Ultrastable Porous Aromatic Frameworks by Suzuki–Miyaura Coupling Reaction for Adsorption Removal of Organic Dyes

Porous aromatic frameworks (PAFs) with robust structure, high stability, and high surface area have attracted intense interest from scientists in diverse fields. However, there are still very few reports on the adsorption of organic dyes by PAFs. In this work, four new PAFs have been facilely synthesized by the polymerization of a tetrahedral-shaped (four-node) monomer with a series of three-node monomers through Suzuki–Miyaura coupling reactions. All the obtained materials possess hierarchical porous structures and show high thermal and chemical stability. The Brunauer–Emmett–Teller (BET) surface areas of these PAFs were determined to be 857 m2 g?1 for PAF-111, 526 m2 g?1 for PAF-112A, 725 m2 g?1 for PAF-112B, and 598 m2 g?1 for PAF-113. Rhodamine B was selected as a model organic dye to test the adsorption capacities of the obtained PAF materials. PAF-111 showed a maximum adsorption capacity of 1666 mg g?1 (167 wt %) for Rhodamine B, which is among the highest values reported to date for porous organic materials. It is noteworthy that PAF-111 could be reused in at least ten cycles under the adsorption conditions without any loss of adsorption capacity. Our study has revealed the great potential and advantages of PAFs as ultrastable adsorption materials for the removal of organic dyes.

Metalation of a Mesoporous Three-Dimensional Covalent Organic Framework

Constructing metalated three-dimensional (3D) covalent organic frameworks is a challenging synthetic task. Herein, we report the synthesis and characterization of a highly porous (SABET = 5083 m2 g-1) 3D COF with a record low density (0.13 g cm-3) containing π-electron conjugated dehydrobenzoannulene (DBA) units. Metalation of DBA-3D-COF 1 with Ni to produce Ni-DBA-3D-COF results in a minimal reduction in the surface area (SABET = 4763 m2 g-1) of the material due to the incorporation of the metal within the cavity of the DBA units, and retention of crystallinity. Both 3D DBA-COFs also display great uptake capacities for ethane and ethylene gas.

Molecular tectonics. Use of the hydrogen bonding of boronic acids to direct supramolecular construction

Tetraboronic acids 1 and 2 have four -B(OH)2 groups oriented tetrahedrally by cores derived from tetraphenylmethane and tetraphenylsilane. Crystallization produces isostructural diamondoid networks held together by hydrogen bonding of the -B(OH)2 groups, in accord with the tendency of simple arylboronic acids to form cyclic hydrogen-bonded dimers in the solid state. Five-fold interpenetration of the networks is observed, but 60% and 64% of the volumes of crystals of tetraboronic acids 1 and 2, respectively, remain available for the inclusion of disordered guests. Guests occupy two types of interconnected channels aligned with the a and b axes; those in crystals of tetraphenylmethane 1 measure approximately 5.9 × 5.9 A2 and 5.2 × 8.6 A2 in cross section at the narrowest points, whereas those in crystals of tetraphenylsilane 2 are approximately 6.4 × 6.4 A2 and 6.4 × 9.0 A2. These channels provide access to the interior and permit guests to be exchanged quantitatively without loss of crystallinity. Because the Si-C bonds at the core of tetraboronic acid 2 are longer (1.889(3) A) than the C-C bonds at the core of tetraboronic acid 1 (1.519(6) A), the resulting network is expanded rationally. By associating to form robust isostructural networks with predictable architectures and properties of porosity, compounds 1 and 2 underscore the usefulness of molecular tectonics as a strategy for making ordered materials.