Work

Tunable Anion Recognition at the Lower Rim of Resorcin[4]arenes: Strength, Selectivity, and Transport

Year: 2025

Type: article

Abstract: , with a selectivity factor of 17 over similar tetrahedral oxyanions. Transmembrane anion transport studies in large unilamellar vesicles reveal that the nitro-substituted resorcin[4]-arene is by far the most effective chloride transporter in this series, followed by the CN-substituted analogue, emphasizing that the most strongly binding receptors are not necessarily the most efficient transporters. Detailed analysis of molecular lipophilicity potential (MLP) maps shows that subtle differences in upper- and lower-rim polarity, as well as excessive hydrophilicity at the lower rim, can diminish transport efficiency by hindering membrane reorientation or promoting interfacial anchoring. These mechanistic and structure-activity insights provide clear design principles for developing next-generation CH-bonding transporters with improved performance. Collectively, these results highlight the potential of resorcin[4]-arenes as tunable platforms for tailoring anion binding strength, selectivity, and anionophoric properties through simple peripheral modifications.

Source: JACS Au

DOI: 10.1021/jacsau.5c01041

Authors: Deepshikha Priyadarshini, Ronedy Naorem, Marek P. Szymański, Oksana Danylyuk, Michał J. Chmielewski, Agnieszka Szumna

Institutions: Institute of Organic Chemistry, Polish Academy of Sciences, University of Warsaw, Institute of Physical Chemistry

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,500

Funders: Narodowe Centrum Nauki, Wroclawskie Centrum Sieciowo-Superkomputerowe, Politechnika Wroclawska