Synthesis and Structure of p-tert-Butylthiacalix[4]arene Derivatives Containing Benzothiazole Groups

p-tert-Butylthiacalix[4]arene(1) was alkylated with methyl iodide or dibromoalkane to obtain thiacalix[4]arene Intermediates 2 and 3 with the aid of potassium carbonate, respectively. A series of p-tert-butylthiacalix[4]arene derivatives 5a-5d which append benzothiazol-2-ylthio groups at the lower rims were easily synthesized in good yields by the reaction of thiacalix [ 4] arene intermediates 2 or 3 with 2-mercapto-benzothiazole in the presence of potassium carbonate. All the crystal novel compounds were characterized by H-1 NMR, C-13 NMR, IR, MS and elemental analysis. Meanwhile, the structure of thiacalix [4]arene 5b was identified by X-ray diffraction analysis.