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Phenyl-Extended Resorcin[4]arenes: Synthesis and Highly Efficient Iodine Adsorption.

Dongxia LiGengxin WuYong-Kang ZhuYing-Wei Yang
Published in: Angewandte Chemie (International ed. in English) (2024)
The continuous exploration of new analogs of calixarenes and pillararenes unlocks infinite opportunities in supramolecular chemistry and materials. In this work, we introduce a new class of macrocycle, phenyl-extended resorcin[4]arenes (ExR4), a unique and innovative design that incorporates unsubstituted phenylene moieties into the resorcin[4]arene scaffold. Single-crystal analysis reveals a chair-like conformation for per-methylated ExR4 (Me-ExR4) and a twisted "Figure-of-eight" shaped conformation for per-hydroxylated ExR4 (OH-ExR4). Notably, OH-ExR4 demonstrates exceptional adsorption capability toward I 3 - ions in an aqueous solution, with a rapid kinetic rate of 1.18×10 -2  g ⋅ mg -1  ⋅ min -1 . Furthermore, OH-ExR4 shows excellent recyclability and potential as a stationary phase in column setups. The discovery of ExR4 opens up new avenues for constructing new macrocycles and inspires further research in functional adsorption materials for water pollutant removal.
Keyphrases
  • aqueous solution
  • highly efficient
  • molecular dynamics simulations
  • liquid chromatography
  • small molecule
  • crystal structure
  • molecular docking
  • tissue engineering
  • solid phase extraction