Synthesis and Ion Selectivity of Tetrakis[(N,N-dialkylaminocarbonyl) methoxy]homocalix[4]arenes
作者： Takehiko Yamato , Toshiaki Iwasa , Fengli Zhang
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摘要: An attempted O-alkylation of the flexible macrocycle 1 withN,N-dialkylchloroacetamides in presence NaH, K2CO3 or Cs2CO3 gave only one pure stereoisomer 1,4-alternate-2a–c, while other possible isomers were not observed. In contrast, an intractable mixture was obtained when Na2CO3 used as base. The structural characterization these products is discussed. two-phase solvent extraction data indicated that tetrakis(N,N-dialkylaminocarbonyl) derivatives 2b–c show strong alkali metal cation affinity and extractabilities are much higher than for corresponding calix[4]arene tetraethyl ester 4 homocalix[4]arene 3. High Li+ Na+ observed tetrakis[(N,N-diethylaminocarbonyl) derivative 2b. However, no significant high ion selectivity cations tetraamide 1H-NMR titration 2b with KSCN clearly demonstrates a 1:1 complex formed retention theoriginal symmetry to be conformationally frozen on NMR time scale.
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