77325-94-1Relevant academic research and scientific papers
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.
