The syntheses of novel types of p-tert-butylcalix[6]bis-crowns and related compounds is described. By reacting p-tert-butylcalix[6]-1,4-crown-4 with ethylene glycol ditosylate or polyethylene glycol ditosylates using NaH as a base in DMF, p-tert-butylcalix[6]-2,3-ethylene-1,4-crown-4, p-tert-butylcalix[6]-1,4-crown-4-2,6-crown-3, monotosyloxyethoxyethyl-p-tert-butylcalix[6]-1,4-crown-4, p-tert-butylcalix[6]-1,4-crown-4-2,5-benzocrown-4 and p-tert-butylcalix[6]-1,4-crown-4-2,6-crown-5 were obtained in reasonable yields under selective conditions.