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

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[<i>n</i>]arenes, and external hydrophobic pockets were simultaneously generated from gaps between pillar[<i>n</i>]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[<i>n</i>]arene cavity sizes were also captured in the sheets.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-02-28
DOI
https://doi.org/10.1021/jacs.4c16440
Citations
7
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
6.55

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

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

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article en
7 citations

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[<i>n</i>]arenes, and external hydrophobic pockets were simultaneously generated from gaps between pillar[<i>n</i>]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[<i>n</i>]arene cavity sizes were also captured in the sheets.

Journal of the American Chemical SocietyVol. 147(10)
Kanazawa University (JP), Kyoto University (JP), Life Science Institute (JP), Nara Institute of Science and Technology (JP)
Japan Society for the Promotion of Science, Core Research for Evolutional Science and Technology
Zero hunger
Openalex Percentile: Top 4%
Supramolecular Chemistry and Complexes
6.55
DOISourceOpenAlex
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