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Internal and External Pockets in Pillar[<i>n</i>]arene Sheets and Their Host–Guest Binding Beyond Cavity Volume Limitations

Tan‐Hao Shi, De‐Hui Tuo, Shogo Azuma, Shun Tokuda, Minamo Masaki, Kazuma Yasuhara, Hitoshi Asakawa, Shuhei Furukawa, Shigehisa Akine, Shunsuke Ohtani, Kenichi Kato, Tomoki Ogoshi

2025Journal of the American Chemical Society9 citationsDOI

Abstract

Constructing binding pockets by hierarchically assembling tailored building blocks and understanding structure–property relationships are challenging goals. Herein, amphiphilic pillar[5]arene and pillar[6]arene were prepared and used to construct 2D sheets, which consisted of well-defined hydrophobic and hydrophilic interlayers. In the hydrophobic interlayers, internal hydrophobic pockets were created by packing pairs of pillar[ n ]arenes, and external hydrophobic pockets were simultaneously generated from gaps between pillar[ n ]arenes due to electrostatic attractions. Aromatic hydrocarbons were accommodated in these hydrophobic pockets by ball milling. Due to the external pockets, bulky guests larger than the pillar[ n ]arene cavity sizes were also captured in the sheets.

Topics & Concepts

ChemistryPillarHost (biology)Volume (thermodynamics)NanotechnologyThermodynamicsMechanical engineeringEcologyBiologyEngineeringPhysicsMaterials scienceSupramolecular Chemistry and ComplexesSupramolecular Self-Assembly in MaterialsCrystallography and molecular interactions
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