The chiral recognition property of poly[(1 ~ 6)-2,5-anhydro-3,4-di-O-methyl-D-glucitoll (2b) towards racemic RCH(CO2CHa)NH~"X- (3"HX) has been studied using a transport system involving an aqueous source and receiving phases separated by a chloroform phase containing 2b. For HPF6, HCIO4 and HC1 salts of 3a (R=Ph), the amount of 3a transported into the receiving phase decreased in the order of PF 6 > CIO£ > CI-, but the optical purities changed only slightly from 9.3 to 10.9%. The transport rates for aromatic guests, 3a and 3b (R = CH2Ph), were faster than those for aliphatic ones, 3e (R = CH(CH3)2) and 3d (CH2CH(CH3)2), using PF6 as the counterion. The optical purity was 10.9% for 3a as a maximum value and decreased in the order of 3a > 3e > 3b and 3d. The formation of a complex between 2b and 3a. HX was confirmed by IH and 13C n.m.r, spectral measurements.
Посилання на статтю:
New macromolecular ionophore: enantioselective membrane transport of racemic amino acid by poly[(1-~6)-2,5-anhydro-3,4-di-O-methyI-Dglucitol] / Toyoji Kakuchi and Yasuhiro Harada, Toshifumi Satoh and Kazuaki Yokota // Polymer. – 1994. – Vol 35. – P. 204-206.