Using calix[6]arene and calix[6]-1,4-crown-4 as starting materials, calix[6]arene hydrazide derivatives 2 and 6 were prepared by introducing ester groups with etherification and following hydrazinolysis reaction. Condensating 2 and 6 with salicylaldehyde gave two calix[6]arene hydrazone derivatives in high yields. By the “1＋2” condensation of compound 6 with 2 equiv. ethylene glycol disalicylaldehyde ether, a novel calix[6]-1,4-2,6-3,5-tri-bridging hydrazone derivative was synthesized in 73% yield. The structures of new compounds 2, 3, 6, 7 and 8 were characterized by elemental analyses, IR, ESI-MS, ¹H NMR, etc.

Key words: calix[6]arene, tri-bridging, hydrazone, synthesis