Citation: Yong-Qing Chen, Hua-Wei Guan, Kuppusamy Kanagaraj, Julius Rebek, Yang Yu. Metal coordination to a deep cavitand promotes binding selectivities in water[J]. Chinese Chemical Letters, ;2022, 33(11): 4908-4911. doi: 10.1016/j.cclet.2022.03.039 shu

Metal coordination to a deep cavitand promotes binding selectivities in water

Yong-Qing Chen ^{a, 1} ,
Hua-Wei Guan ^{a, 1} ,
Kuppusamy Kanagaraj ^a ,
Julius Rebek ^{a, b} ,
Yang Yu ^{a, *,}

a.
Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, College of Science, Shanghai University, Shanghai 200444, China
b.
Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, United States

yangyu2017@shu.edu.cn

Received Date: 13 January 2022
Revised Date: 3 March 2022
Accepted Date: 10 March 2022
Available Online: 13 March 2022

Figures(5)

One goal of supramolecular chemistry is the creation of synthetic receptors that have a high affinity for hydrophilic molecules in water. We found that cavitands with upper rims extended by pyridyl groups coax hydrophilic guests into the cavity where they are shielded from the aqueous environment. The ability of Pd(Ⅱ) to coordinate adjacent pyridyl groups leads to increased selectivity for highly hydrophilic solvent molecules such as acetone, 1, 4-dioxane and tetrahydrofuran in water. Analysis of the binding behavior indicated that metal-coordination restricts the container entrance, shrinks the effective cavity volume and increases the energetic barrier to guest exchange.
- Host-guest chemistry,
- Metallo cavitand,
- Hydrophilic small molecules,
- Molecular recognition,
- Water-soluble containers
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