83789-94-0Relevant articles and documents
Synthesis and Properties of a New Series of Troegerophanes
Ibrahim, Alhussein A.,Matsumoto, Mutsumi,Miyahara, Yuji,Izumi, Kenji,Suenaga, Masahiko,Shimizu, Nobujiro,Inazu, Takahiko
, p. 209 - 215 (1998)
A new series of macrocyclic compounds with one or two Troeger base skeletons has been synthesized by condensing mono-, di-, tri-, and teraethyleneglycol bis(p-aminophenoxy) ethers with formalin in the presence of concentrated hydrochloric acid in ethanol at room temperature for 13 days. This simple one-step cyclization provided 19 in remarkably high yield (46%) and 17, 18, and 20 in yields reflecting the strain of the rings and statistical factors. Complexation with lithium thiocyanate was observed for 20, the structure of which was elucidated by X-ray crystallography.
Anion, cation and ion-pair recognition by bis-urea based receptors containing a polyether bridge
Gómez-Vega, Jancarlo,Moreno-Corral, Ramón Alfonso,Santacruz Ortega, Hisila,Corona-Martínez, David Octavio,H?pfl, Herbert,Sotelo-Mundo, Rogerio R.,Ochoa-Terán, Adrián,Escobar-Picos, Raymundo Enrique,Ramírez-Ramírez, José Zeferino,Juárez-Sánchez, Octavio,Lara, Karen Ochoa
, p. 322 - 335 (2019/03/11)
Two bis-urea type receptors were synthesized containing a polyether bridge and two 4-nitrophenyl groups as chromogenic units, R1 and R2. Molecular recognition studies of receptors towards different tetraalkylammonium and alkali metal salts were carried out in DMSO by UV-Vis and 1H-NMR spectroscopy. The receptors were found to have high affinity for diverse anions and ion-pairs, showing the highest affinities towards the tetramethylammonium and sodium salts. The cation binding ability of the receptors was evidenced by means 1H NMR, mass spectrometric ESI+ studies and the crystal structures of some precursors. Additionally, the molecular modelling at the DFT level of the tetramethylammonium acetate complexes illustrates the potential ion-pair binding ability of the receptors: the anion is recognized through strong hydrogen bonds from the NH─ groups from the two urea sites, while the cation is bound by a combination of cation─π, C-H···O and C-H···π interactions.
Sandwich phosphate complexes of macrocyclic tris(urea) ligands and their rotation around the anion
Ji, Liguo,Yang, Zaiwen,Zhao, Yanxia,Sun, Meng,Cao, Liping,Yang, Xiao-Juan,Wang, Yao-Yu,Wu, Biao
, p. 7310 - 7313 (2016/06/09)
Four heteroditopic macrocyclic ligands incorporating both anion coordination sites (tris-urea units) and a cation binding fragment (polyether) were designed for possible application in molecular devices. Sandwich-type phosphate complexes were formed, which display a reversible rotation around the anion upon protonation/deprotonation of phosphate and binding of the cation (Emim+).
