Competitive anion binding aptitude of benzimidazole and amide functionality of a non-symmetrical receptor in solid state and solution phase
A novel non-symmetric tripodal receptor (L) with benzimidazole and amide –NH functionalities has been synthesised and a comparative study for anion binding aptitude of those functionalities has been performed in solid state and solution phase. The protonated receptors in solid state tend to form a pseudo-cavity around the octahedral hexafluorosilicate anion whilst in second complex, binding of one sulphate and two bisulphates in unison by two protonated units arises. The benzimidazole –NHs are the strongest hydrogen bond donors in both the crystals controlling dominance over amide –NHs. The neutral receptor being selective towards fluoride anion induces a naked eye visible colorimetric change. The 1H NMR studies with the neutral and protonated form of the receptor suggest the strong involvement of amide –NH in anion binding in solution phase.