78502-13-3Relevant articles and documents
Unsaturated Crown Ethers. 3. Syntheses of Stilbeno Crown Ethers
Inoue, Yoshihisa,Harino, Hiroya,Nakazato, Toshiyo,Koseki, Noriaki,Hakushi, Tadao
, p. 5151 - 5156 (2007/10/02)
A series of 6-, 9-, and 15-membered monostilbeno crown ethers (3) and 18-, 24-, and 30-membered distilbeno crown ethers (4), some of which are new compounds, were synthesized in the base-induced reactions of benzoin (1) with oligoethylene glycol ditosylates (2a-d) in homogeneous and heterogeneous solutions.The template effect is shown to be effective in controlling product yields and 4/3 ratios.
Synthesis and Complex Formation of Phenyl- and (4-Phenylbutyl)-substituted Crown Ethers
Blasius, Ewald,Rausch, Ralf Andreas,Andreetti, Giovanni Dario,Rebizant, Jean
, p. 1113 - 1127 (2007/10/02)
A number of phenyl and (4-phenylbutyl) derivates of 18-C-6 and 24-C-8 have been prepared: tetraphenyl-diene-18-crown-6 (TPDE-18-C-6), tetraphenyl-18-crown-6 (TP-18-C-6), tetraphenyldiene-24-crown-8 (TPDE-24-C-8), tetraphenyl-24-crown-8 (TP-24-C-8), and bis(4-phenylbutyl)-18-crown-6 (BPB-18-C-6).The ring formation reactions have been carried out by phase-transfer catalysis.All compounds are solids at room temperature except for the liquid BPB-18-C-6 wich represents a mixture of isomers.The syn- and anti-isomers of TP-18-C-6 and TP-24-C-8 have been isolated and identified by x-ray diffraction.The complex formation constants, determined by d. c. polarography in methanol/benzene (80:20 v/v), depend not only on the ring size but also on the number and kind of substituents as well as their steric arrangement.The derivatives of 18-C-6 form the most stable complexes with K+, Sr2+, Ba2+, and Pb2+.The derivatives of 24-C-8 prefer K+, Rb+, and Ba2+.
UNSATURATED CROWN ETHERS: STILBENO-CROWN ETHERS
Inoue, Yoshihisa,Ouchi, Mikio,Nakazato, Toshiyo,Matsuda, Takashi,Hakushi, Tadao
, p. 781 - 784 (2007/10/02)
Stilbenocrown ethers 3a,c and 4a,b were synthesized in a cyclization reaction of benzoin with oligoethylene glycol ditosylates (2a-c) under a phase-transfer condition.Extractions of aqueous alkali picrates (Na+-Cs+) were examined with the distilbenocrown ethers 4a,b, the partially-hydrogenated tetraphenylcrown ethers 6a,b, and the fully-hydrogenated tetracyclohexylcrown ethers 7a,b.
Synthesis and Ligand Properties of the 2,3,11,12-Tetraphenylcrown-6 Diastereomers
Merz, Andreas,Eichner, Manfred,Tomahogh, Robert
, p. 1774 - 1784 (2007/10/02)
The synthesis and the assignment of the complete set of diastereomers 2a-e of 2,3,11,12-tetraphenylcrown-6 are described.The trans-anti-trans isomer 2d is identified by chiral interaction of optically active 1-phenylethylammonium hydrobromides with the racemic crown ether shown by NMR spectroscopy.Complex association constants of the new crown ethers with sodium, potassium, and ammonium picrates are discussed in terms of the geometry of the diastereomers.