In the vast landscape of organic chemistry, certain molecules stand out for their structural elegance and synthetic utility. 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-dibenzofuran, with its CAS number 1056113-44-0, is one such compound. This molecule is a sophisticated building block that bridges the worlds of dibenzofuran chemistry and organoboron chemistry, offering a platform for advanced molecular design.

At its core, the molecule features a dibenzofuran moiety, a tricyclic aromatic structure known for its rigidity and unique electronic properties. Fused to this is a phenyl ring, which in turn is substituted with a pinacol boronate ester group. The pinacol ester, derived from pinacol (2,3-dimethylbutane-2,3-diol), forms a stable cyclic ester with the boronic acid. This esterification not only enhances the compound's stability, making it easier to store and handle than the corresponding boronic acid, but also primes it for highly efficient participation in metal-catalyzed cross-coupling reactions.

The molecular formula C24H23BO3 and a molecular weight of 370.25 provide fundamental chemical identity. Typically supplied as a solid with a purity of 97%, this compound is well-suited for demanding synthetic endeavors. Its reactivity is centered around the C-B bond of the boronate ester, which readily undergoes transmetalation with palladium catalysts, enabling its coupling with a wide range of aryl, heteroaryl, and vinyl halides or triflates. This makes it an exceptionally valuable reagent for constructing C-C bonds with high regioselectivity and efficiency.

The applications of 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-dibenzofuran are diverse and continue to expand. In pharmaceutical research, it serves as a key intermediate for synthesizing drug candidates, particularly those incorporating fused heterocyclic systems that can interact with biological targets. Its structure lends itself to the development of novel anticancer agents, antivirals, and other therapeutic compounds. In the field of materials science, especially in the development of organic electronics, this dibenzofuran derivative is employed in the synthesis of materials for OLEDs, organic field-effect transistors (OFETs), and organic photovoltaics (OPVs). Its pi-conjugated system can be extended and modified to achieve desired optical and electronic properties, such as specific emission wavelengths or charge transport characteristics.

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