862210-92-2Relevant articles and documents
Enantioselective complexation of chiral lariat crown ethers and chiral primary alkylammonium perchlorates
Koeylue, M. Zafer,Aral, Tarik,Karakaplan, Mehmet,Kocakaya, Safak Oezhan,Hosgoeren, Halil
, p. 174 - 179 (2011)
In order to investigate the enantiomeric recognition abilities toward 2 chiral alkylammonium perchlorates (AmI, AmII) by 1 H-NMR titration method in CDCl3, 4 chiral lariat ethers 8-11 with a (p-methoxyphenoxy) methyl flexible side arm were used. The most effective enantiomeric recognition was obtained by LCEs 9 and 11 toward AmII, by K R/KS 6.58 and KS/KR 6.63, respectively. The effect of macroring size, subunit of macroring, and side arm appeared to have strong influence on the binding ability of these alkylammonium ions. TUeBITAK.
Synthesis and extraction properties of some lariat ethers derived from the spontaneously resolved guaifenesin, 3-(2-methoxyphenoxy)propane-1,2-diol
Bredikhina, Zemfira A.,Eliseenkova, Rimma M.,Fayzullin, Robert R.,Novikova, Viktorina G.,Kharlamov, Sergey V.,Sharafutdinova, Dilyara R.,Latypov, Shamil K.,Bredikhin, Alexander A.
experimental part, p. 16 - 32 (2011/09/21)
Capable of spontaneous resolution rac-3-(2-methoxyphenoxy)propane-1,2-diol, guaifenesin 1 has been proposed as a cheap and readily available enantiopure precursor for the synthesis of nonracemic crown ethers having ligating OAr and OMe arms (lariat ethers). The crowns studied failed to form stable host/guest complexes with amine hydrochloride salts; the effective complexation was achieved using hexafluorophosphate salts. Moderate enantiomeric recognition of R*NH2·HPF6 was achieved with the lariat ethers 11c. As a whole, the enantioselectivity of the extraction is inversely related to the extractive power of the lariat ether. ARKAT-USA, Inc.
Synthesis and crystal structure of chiral substituted (S)-2-[(4- methoxyphenoxy) methyl]-15-crown-5 ether with sodium perchlorate complex
Dogan, Nermin,Oezbey, Sueheyla,Karakaplan, Mehmet,Aral, Tarik
experimental part, p. 943 - 947 (2009/05/07)
The crystal and molecular structure of chiral crown ether, (S)-2-[(4-methoxyphenoxy)methyl]-15-crown-5...NaClO4, has been determined by single-crystal X-ray diffraction. The complex crystallizes in the orthorombic space group Pbca with Z = 8. Lattice parameters are a = 11.451(2), b = 12.842(3), c = 31.330(7) A. The structure was refined to R factor of 0.0547. The Na ion is heptacoordinated. The Na-Oether distances range from 2.363(4) to 2.433(4) A and average 2.404(5) A. Perchlorate anion is bounded to sodium ion asymmetrically; the Na-O8 and Na-O9 distances are 2.444(5) A and 2.607(5) A. The C-O and C-C distances of the 15-membered ring average 1.419(9) and 1.478(12) A while the O-C-C and C-O-C angles average 108.2(6°) and 115.4(6°).
