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Usage

Uses

Used in Pharmaceutical Synthesis:
2,5-Difluoro-1,4-phenylenediboronic acid is used as a precursor in pharmaceutical synthesis for the production of intermediates and active pharmaceutical ingredients. Its ability to form new carbon-carbon bonds facilitates the creation of complex organic molecules, contributing to the development of innovative drugs.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2,5-Difluoro-1,4-phenylenediboronic acid is utilized as a key component in research, enabling the exploration of new chemical pathways and the synthesis of novel compounds with potential therapeutic applications. Its unique properties and reactivity in coupling reactions make it an indispensable tool for advancing pharmaceutical discovery.

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Relevant academic research and scientific papers

Shape-persistent tetrahedral [4+6] boronic ester cages with different degrees of fluoride substitution

In recent years the interest of shape-persistent organic cage compounds synthesized by dynamic covalent chemistry (DCC) has risen, because these cages are potentially interesting for gas sorption or -separation. One such reaction in DCC is the condensatio

Structural and energetic landscape of fluorinated 1,4-phenylenediboronic acids

The results of X-ray crystallographic and computational studies of a series of fluorinated 1,4-phenylenediboronic acids (i.e., fluoro-1,4- phenylenediboronic acid, 2,6-difluoro-1,4-phenylenediboronic acid, 2,3-difluoro-1,4-phenylenediboronic acid, 2,5-difluoro-1,4-phenylenediboronic acid, and tetrafluoro-1,4-phenylenediboronic acid) are reported. The effect of fluorine substitution on crystal organization in the presence of strong and directional hydrogen bonds was studied. Comparison with the two previously reported forms of the unsubstituted 1,4-phenylenediboronic acid revealed a strong relation between a supramolecular network and the number of water molecules present in the crystal lattice. As indicated by the theoretical calculations performed in the CRYSTAL and PIXEL programs, the structures with greater amount of water are better stabilized (from about -170 kJ?mol -1 for anhydrous forms to about -420 kJ?mol-1 for tetrahydrate). The energy of hydrogen bonded dimers vary from -40 kJ?mol-1 to -50 kJ?mol-1. Contacts with fluorine atoms play rather a secondary role in the crystal packing. Fluorine substituents tend to interact with the electropositive boron atom. Furthermore, intramolecular interactions significantly affect the torsion angle of the B(OH)2 group. The constrained energy scan revealed that stronger interactions with substituents stabilize the planar conformation and hamper the rotation of the boronic group. This in turn has a further impact on the interactions within selected crystal motifs and supposedly rules the proton disorder within boronic fragments. Besides the interactions with the fluorine atoms, other weak contacts such as C(π)???B and O???B also influence the molecular organization. The energy of the corresponding dimers varies from -15 kJ?mol-1 to -25 kJ?mol-1.