Syntheses of (Thia)calix[4]arene (Thio)semicarbazone(-bridged) Derivatives

(Thia)calix[4]arene thiosemicarbazone derivatives 5a and 5b were synthesized by "1+2" condensation of 1,3-bis[2-(p-formylphenyloxy)ethyloxy]-p-tert-butylcalix[4]arene 4a and 4b with 1-phenylthiosemicarbazide in yields of 84% and 85%, respectively. (Thia)calix[4]arene semicarbazone-bridged derivatives 6a and 6b were prepared by reacting compounds 4a and 4b with 1,6-hexylenebis(1-semicarbazide) in "1+1" condensation in yields of 83% and 80%, respectively. The structures and conformations of the new compounds were characterized by elemental analyses, ESI-MS, H-1 NMR, etc.