7169-12-2Relevant academic research and scientific papers
Efficient kinetic macrocyclization
Feng, Wen,Yamato, Kazuhiro,Yang, Liuqing,Ferguson, Joseph S.,Zhong, Lijian,et al.
experimental part, p. 2629 - 2637 (2009/09/07)
In this article, the highly efficient formation of a series of recently discovered aromatic oligoamide macrocycles consisting of six meta-linkedresidues is first discussed. The macrocycles, with their backbones rigi dified by three-center hydrogen bonds,
Octahedral vs trigonal prismatic geometry in a series of catechol macrobicyclic ligand-metal complexes
Karpishin, Timothy B.,Stack,Raymond, Kenneth N.
, p. 182 - 192 (2007/10/02)
A series of metal complexes of the macrobicyclic tris(catecholate) ligand bicapped(TRENCAM), BCT, has been prepared and crystallographically characterized to investigate the stabilization of trigonal prismatic geometry in these complexes: [AlIIIBCT)]3-, [
Azaparacyclophanes with Metal-binding Sites. Part 1. Preparation, Characterization, and Molecular Recognition Behaviour of Hexapus Azaparacyclophane and its Iron(III) Complex
Hisaeda, Yoshio,Ihara, Takeshi,Ohno, Teruhisa,Murakami, Yukito,Maeda, Yonezo
, p. 595 - 604 (2007/10/02)
All the catechol moieties of a hexapus triazaparacyclophane having three catechol moieties and six hydrocarbon chains (1) undergo coordination interactions with the iron(III) ion in a 1:1 molar ratio of 1 to iron(III) above pH 6 in an aqueous medium.Two different iron(III) complexes of 1, A and B in a 1:1 molar ratio, are in the high spin iron(III) state as characterized by electronic, EPR and Moessbauer spectroscopy: A is a hexacoordinated mononulear complex with half-protonated catecholato groups, subjected to considerable structural distortion; B is ahexacoordinated mononuclear complex with complete dissociation of all the catechol protons, retaining high structural symmetry.The molecular recognition behaviour of 1 and Fe-complex A toward hydrophobic guest molecules has been investigated in aqueous HEPES and acetate buffers at 30.0 deg C and μ 0.10 mol dm-3.The hexapus cyclophane 1 recognizes organic guests through hydrophobic and electrostatic interactions; anionic and non-ionic quests, 7-hydroxy-8-phenylazonaphthalene-1,3-disulfonate (OG) and 2-hydroxy-1-(2-pyridylazo)naphthalene (PAN), respectively, are incorporated into host 1 with binding constants of the order of 105 dm3 mol-1, while a cationic guest, 2-(p-dimethylaminostyryl)-1-ethylquinolinium (QR), is not included in the host.The guest-binding behaviour of Fe-complex A toward OG and PAN is much enhanced relative to that of 1 as effected by hydrophobic, electrostatic and coordination interactions under conditions identical to those applied to 1; the binding constant for OG is nearly pH-independent in a pH range of 3-8, while that for PAN is pH-dependent because the coordination interaction with the host is subject to change by pH.
Large Oligocyclic Cavities for Strong Cation Complexation
Kiggen, W.,Voegtle, F.,Franken, S.,Puff, H.
, p. 1859 - 1872 (2007/10/02)
The syntheses of oligocyclic large cavities containing two or three catechol subunits are described.The X-ray analysis of a heptacyclic molecule composed of three triply clamped dimethyl catechol ether units demonstrates the size and shape of the cavity formed by this skeleton.Properties of the Fe(3+)- and Ga(3+)-complexes are elucidated by (1)H-NMR, IR, UV/Vis spectra, and by competition experiments with an open-chained reference ligand.
Esters and Lactones of Phenolic Amino Carboxylic Acids: Prodrugs for Iron Chelation
Pitt, C. G.,Bao, Y.,Thompson, J.,Wani, M. C.,Rosenkrantz, H.,Metterville, J.
, p. 1231 - 1237 (2007/10/02)
The new iron chelator N,N'-bis(2-hydroxyphenyl)ethylenediamine-N,N'-diacetic acid (1), its dilactone 2, N,N'-bis(2-hydroxybenzyl)-2-hydroxypropylene-1,3-diamine-N,N'-diacetic acid (3), and its methyl ester lactone 4 and a series of esters of N,N'-bis(2-hy
