Conformational effects on iodide binding: a comparative study of flexible and rigid carbazole macrocyclic analogs

• Guang-Wei Zhang,
• Yong Zhang,
• Le Shi,
• Chuang Gao,
• Hong-Yu Li and
• Lei Xue

Beilstein J. Org. Chem. 2025, 21, 2369–2375, doi:10.3762/bjoc.21.181

• demonstrated that flexible PBG achieves superior I− binding (KPBG = 1.387 × 105 M−1) through induced-fit conformational adjustments, whereas rigid WDG (KWDG = 6.089 × 103 M−1) is constrained by preorganized cavity geometry, adhering to a conformational selection mechanism. This work elucidates the synergistic

• ; carbazole macrocycles; conformational selection; induced-fit; supramolecular chemistry; Introduction Macrocyclic compounds have garnered significant attention in supramolecular chemistry and anion recognition owing to their tunable cavity geometries and binding capabilities [1][2][3][4][5][6][7][8

• interplay between conformational selection and induced-fit mechanisms in isomeric systems remains underexplored. Cram’s preorganization theory [13] posits that prestructured hosts with minimized solvation exhibit enhanced binding stability. Recent advances [14][15][16] highlight the pivotal role of

Cation affinity numbers of Lewis bases

• Christoph Lindner,
• Raman Tandon,
• Boris Maryasin,
• Evgeny Larionov and
• Hendrik Zipse

Beilstein J. Org. Chem. 2012, 8, 1406–1442, doi:10.3762/bjoc.8.163

• differences on moving from DFT to MP2 single point energies is a rather general phenomenon observed in these studies. This implies that the definition of, for example, an energy window of 10 kJ/mol for conformational selection has different implications at these different levels of theory. Conformational