Halide Recognitions of p-substituted Isophthalmide-Based Anion Receptors: Experimental and Theoretical Studies
Keywords:
Anion receptor, Isophthalamide derivatives, NMR titration, DFTAbstract
Two synthetic anion receptors, N,N’-bis-(4-fluoro-phenyl)isophthalamide, 1, and N,N’-bis-(4-chloro-phenyl)isophthalamide, 2, have been studied their structures and their anions recognitions using the experimental and computational methods. The optimized structures and thermodynamic properties have been investigated with the density functional theory (DFT) at the B3LYP/6-31G(d) level of theory. The nuclear magnetic resonance titration techniques have been also used to obtain their associate constants (Kasso) with tetrabutylammonium fluoride (TBAF), tetrabutylammonium chloride (TBACl) and tetrabutylammonium bromide (TBABr). The experimental results show agreement with the theoretical results that these receptors bind Br- selectively.
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