Related Experiment Video
Updated: Jan 3, 2026

Surface Functionalization of Metal-Organic Frameworks for Improved Moisture Resistance
Published on: September 5, 2018
Thiol-Ene Click Synthesis of Phenylboronic Acid-Functionalized Covalent Organic Framework for Selective Catechol
Shi-Lei Ji1, Hai-Long Qian, Cheng-Xiong Yang1
1College of Chemistry, Research Center for Analytical Sciences, Tianjin Key Laboratory of Molecular Recognition and Biosensing , Nankai University , Tianjin 300071 , China.
Abstract:
We report a thiol-ene click strategy for the preparation of a novel phenylboronic acid-functionalized covalent organic framework (COF) for selective removal of catechol in aqueous solution. Vinyl-functionalized 2,5-diallyloxyterephthalaldehyde (Da-V) was prepared as a building ligand. Da-V was then condensed with 1,3,5-tris(4-aminophenyl)benzene (Tab) to give a vinyl-functionalized COF DhaTab-V. Subsequently, 4-mercaptophenylboronic acid (4-MPBA) was covalently linked on DhaTab-V via thiol-ene click reaction to give phenylboronic acid-functionalized COF DhaTab-PBA. The adsorption isotherms, energetics and kinetics, and reusability of DhaTab-PBA for the adsorption and removal of catechol from aqueous solution were investigated in detail. This phenylboronic acid-functionalized COF is promising as sorbent for selective removal of catechol from aqueous medium with large adsorption capacity and good reusability.
Related Concept Videos
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Regioselectivity of Electrophilic Additions-Peroxide Effect
Preparation and Reactions of Thiols
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

