Abstract

New di- ( 2) and tetracarboxylate ligands ( 4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield ( Φ = 0.29 1 and 0.28 7, respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- ( 1) and tetracarboxylate ligands ( 3) ( Φ = 0.03 8 and 0.00 3, respectively), implying higher efficiency of sulfonyl ligands ( 2 and 4) than those of thia ligands ( 1 and 3) in the energy transfer process.

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