72638-74-5Relevant articles and documents
SYNTHESIS OF (-)-2S,3S,11S,12R-2,3,11,12-TETRAPHENYLCROWN-6
Dietl, Ferdinand,Haunschild, Jutta,Merz, Andreas
, p. 1193 - 1198 (2007/10/02)
The synthesis of (-) 2S,3S,11S,12R-2,3,11,12-tetraphenyl-crown-6 from (-)-1S,2S-hydrobenzoin and meso-hydrobenzoin is described.Chemical shifts and vicinal coupling constants of the benzylic protons in the 2S,3S and 11S,12R substructures in the free ligands and in complexes with KSCN and 1-phenylethylammonium bromides and a brief discussion of the related conformational changes are also presented.A detailed procedure for the resolution of racemic hydrobenzoin is given.
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+.