Pillarureaarenes: Urea-Embedded Pillararenes for Amino Acid Derivative Recognition

A three-dimensional pillarureaarene (<b>P3U6A</b>) was synthesized via fragment-coupling cyclization of dialkoxybenzene and urea units. Single-crystal analysis revealed a shield-shaped structure stabilized by intramolecular hydrogen bonds. The macrocycle demonstrated strong binding with phenylalanine ethyl ester salts. Further derivatization gave <b>P3EU6A</b>, showing chiral recognition of a series of amino acid derivatives via induced circular dichroism (CD). This work introduces a versatile platform for constructing urea-embedded pillararenes with potential applications in host-guest chemistry and chirality sensing.

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Publication Details

Journal
Organic Letters
Published
2025-08-25
DOI
https://doi.org/10.1021/acs.orglett.5c03042
Citations
8
Primary Topic
Supramolecular Chemistry and Complexes
Type
article
Field-Weighted Citation Impact
7.49

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article

Pillarureaarenes: Urea-Embedded Pillararenes for Amino Acid Derivative Recognition

Wenhao Lin, Shengke Li, Kai Diao, Robert B. P. Elmes et al.
8 citations
Organic Letters
Supramolecular Chemistry and Complexes
7.49
article

Pillarureaarenes: Urea-Embedded Pillararenes for Amino Acid Derivative Recognition

Wenhao Lin, Shengke Li, Kai Diao, Robert B. P. Elmes, Qing Liu, Tangxin Xiao, Wang Xie, Mingyue Wen, Leyong Wang
article en
8 citations

Abstract

A three-dimensional pillarureaarene (<b>P3U6A</b>) was synthesized via fragment-coupling cyclization of dialkoxybenzene and urea units. Single-crystal analysis revealed a shield-shaped structure stabilized by intramolecular hydrogen bonds. The macrocycle demonstrated strong binding with phenylalanine ethyl ester salts. Further derivatization gave <b>P3EU6A</b>, showing chiral recognition of a series of amino acid derivatives via induced circular dichroism (CD). This work introduces a versatile platform for constructing urea-embedded pillararenes with potential applications in host-guest chemistry and chirality sensing.

Organic LettersVol. 27(35)
Xihua University (CN), Target (United States) (US), National University of Ireland, Maynooth (IE), Nantong University (CN), Catalytic Materials (United States) (US), Changzhou University (CN), Nanjing University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 3%
Supramolecular Chemistry and Complexes
7.49
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Pillarureaarenes: Urea-Embedded Pillararenes for Amino Acid Derivative Recognition — Wenhao Lin, Shengke Li, et al. · Organic Letters (2025) | TGRS Research Map | TGRS