Formula: C7H9NO2In 2018 ,《A Stimuli-Responsive Molecular Capsule with Switchable Dynamics, Chirality, and Encapsulation Characteristics》 was published in Journal of the American Chemical Society. The article was written by Zhiquan, Lei; Xie, Han; Border, Sarah E.; Gallucci, Judith; Pavlovic, Radoslav Z.; Badjic, Jovica D.. The article contains the following contents:
In this study, we report the preparation, conformational dynamics, and recognition characteristics of novel mol. capsule 1 (I) comprising a bowl-shaped framework conjugated to a tris(2-pyridylmethyl)amine (TPA) lid. With the assistance of experiment (1H NMR spectroscopy) and theory (MM and DFT) we found that C3 sym. 1 is poorly preorganized with three pyridines at the rim adopting a propeller-like orientation and undergoing P-to-M (or vice versa) stereoisomerization (ΔG < 8 kcal/mol, VT 1H NMR). Capsule 1 binds CH4, CH3Cl, CH2Cl2, CHCl3, and CCl4 with Ka < 7 M-1. Protonation of 1 with HCl, however, gives [1·H]-Cl, with the solid-state structure showing the TPA lid being ""flattened"" and the +N-H···Cl hydrogen-bonded group residing outside. Importantly, the P-to-M stereoisomerization would for [1·H]-Cl occur with ΔG = 11 kcal/mol (VT 1H NMR). Less dynamic and more preorganized [1·H]-Cl binds CH4, CH3Cl, CH2Cl2, CHCl3, and CCl4 guests with a greater affinity (Ka = 100-400 M-1) than 1. The results of our studies suggest that the complexation of increasingly larger guests takes place in an induced-fit fashion, with [1·H]-Cl (a) elongating along its vertical axis and concurrently potentially (b) twisting pyridines from P into M (and vice versa) orientation. The addition of Et3N to [1·H]-Cl⊂CH2Cl2 causes deprotonation of the capsule and the release of CH2Cl2 with the process being fully reversed after the addition of HCl. Allosteric capsule 1 with unique structural and dynamic characteristics is expected to, in the future, assist the construction of complex mol. machines and smart functional materials. In the experimental materials used by the author, we found 2,6-Pyridinedimethanol(cas: 1195-59-1Formula: C7H9NO2)
2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Formula: C7H9NO2
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