18390-55-1Relevant articles and documents
Complexation of Diaza Crown Compounds with Some Alkali Metal Ions in Acetonitrile and in Methanol at 25 deg C
D'Aprano, Alessandro,Sesta, Bianca
, p. 2415 - 2422 (1987)
Conductometric measurements of lithium and potassium picrate in pure methanol, in pure acetonitrile, and in the presence of 1,7,10,16-tetraoxa-4,13-diazacyclooctadecane and N-methyl-N'-dodecyl-1,7,10,16-tetraoxa-4,13-diazacyclooctadecane macrocyclic ligands have been carried out at 25 deg C.The analysis of the results obtained with the different systems shows that the interaction forces, correlated with the molecular details of ions, solvents, and ligands, are, in most cases, superimposed on the ion-dipole forces acting between cations and macrocyclic cavities to such an extent as to prevent the cation macrocyclic ligand complexation.The effect of side chains attached to the main diazo crown ether ring on the complexation process is also discussed.
Buckyball-Based Spherical Display of Crown Ethers for de Novo Custom Design of Ion Transport Selectivity
Li, Ning,Chen, Feng,Shen, Jie,Zhang, Hao,Wang, Tianxiang,Ye, Ruijuan,Li, Tianhu,Loh, Teck Peng,Yang, Yi Yan,Zeng, Huaqiang
, p. 21082 - 21090 (2020)
Searching for membrane-active synthetic analogues that are structurally simple yet functionally comparable to natural channel proteins has been of central research interest in the past four decades, yet custom design of the ion transport selectivity still remains a grand challenge. Here we report on a suite of buckyball-based molecular balls (MBs), enabling transmembrane ion transport selectivity to be custom designable. The modularly tunable MBm-Cn (m = 4-7; n = 6-12) structures consist of a C60-fullerene core, flexible alkyl linkers Cn (i.e., C6 for n-C6H12 group), and peripherally aligned benzo-3m-crown-m ethers (i.e., m = 4 for benzo-12-crown-4) as ion-transporting units. Screening a matrix of 16 such MBs, combinatorially derived from four different crown units and four different Cn linkers, intriguingly revealed that their transport selectivity well resembles the intrinsic ion binding affinity of the respective benzo-crown units present, making custom design of the transport selectivity possible. Specifically, MB4s, containing benzo-12-crown-4 units, all are Li+-selective in transmembrane ion transport, with the most active MB4-C10 exhibiting an EC50(Li+) value of 0.13 μM (corresponding to 0.13 mol % of the lipid present) while excluding all other monovalent alkali-metal ions. Likewise, the most Na+ selective MB5-C8 and K+ selective MB6-C8 demonstrate high Na+/K+ and K+/Na+ selectivity values of 13.7 and 7.8, respectively. For selectivity to Rb+ and Cs+ ions, the most active MB7-C8 displays exceptionally high transport efficiencies, with an EC50(Rb+) value of 105 nM (0.11 mol %) and an EC50(Cs+) value of 77 nM (0.079 mol %).
A study of C-F···M+ interaction: Alkali metal complexes of the fluorine-containing cage compound
Takemura,Kon,Kotoku,Nakashima,Otsuka,Yasutake,Shinmyozu,Inazu
, p. 2778 - 2783 (2007/10/03)
The C-F···M+ interaction was investigated by employing a cage compound 1 that has four fluorobenzene units. The NMR (1H, 13C, and 19F) spectra and X-ray crystallographic analyses of 1 and its metal complexes showed clear evidence of the interaction. Short C-F···M+ distances (CF···K+, 2.755 and 2.727 A; C-F···Cs+ 2.944 and 2.954 A) were observed in the crystalline state of K+ ? 1 and Cs+ ? 1. Furthermore, the C-F bond lengths were elongated by the interaction with the metal cations. By calculating Brown's bond valence, it is shown that the contribution of the C-F unit to cation binding is comparable or greater than the ether oxygen in the crystalline state. Representative spectroscopic changes implying the C-F···M+ interaction were observed in the NMR (1H, 13C, and 19F) spectra. In particular, 133Cs-19F spin coupling (J = 54.9 Hz) was observed in the Cs+ complex.
New supramolecular hosts: Synthesis and cation binding studies of novel Troger's base-crown ether composites
Manjula, Alla,Nagarajan, Madhavarao
, p. 11859 - 11868 (2007/10/03)
A simple and straightforward synthesis of a novel class of supramolecular hosts containing the Troger's base moiety is reported. The cation binding properties of these macrocycles were investigated using Cram's picrate extraction method.