One-Pot Syntheses of Calix[4]-bis-crowns and Biscalix[4]crown with Two Kinds of Bridging Chains

The one-pot synthesis of novel calix[4]-bis-crowns and biscalix[4]crown with two kinds of bridging chains was described. Calix[4]arene was firstly reacted with N,N'-ethylenebis(2-chloroacetamide) in “1+1” condensation, and then triethylene glycol ditosylate was added directly to give a new biscalix[4]crown 4 with two kinds of bridging chains in “2+2” condensation. According to similar procedure, by successively reacting calix[4]arene with N,N'-ethylenebis(2-chloroacetamide), ethyl bromoacetate and diethylenetriamine, a new calix[4]-bis-crowns 5 with two kinds of bridging chains was prepared. Further reacting compound 5 with phenyl isothiocyanate afforded calix[4]-bis-crowns 6 with thiourea branched chain. The structures and conformation of new compounds were characterized by elemental analyses, ESI-MS, H NMR, etc.