Condensation Product of p-anisaldehyde and L-phenylalanine: Fluorescent "on-off" Sensor for Cu²⁺ and IMPLICATION...

(Z)-2-(4-methoxybenzylideneamino)-3-phenylpropanoic acid (L) synthesized by condensation of p-anisaldehyde and L-phenylalanine acts as selective fluorescent as well as voltammetric sensor for Cu²⁺ in 2:1 (v/v) CH₃OH:H₂O. The fluorescence intensity of L (λ_max 425 nm) is quenched ca. 65% by Cu²⁺. Metal ions - Li⁺, Na⁺, K⁺, Al³⁺, Cu²⁺, Zn²⁺, Cd²⁺, Hg²⁺, Mn²⁺, Ni²⁺ and Pb²⁺ do not interfere. The binding constant and the detection limits were calculated to be 0.56 × 10² M^-1 and 10^-6 M respectively. DFT and TDDFT calculations confirmed 2:1 binding stoichiometry between L and Cu²⁺ obtained from fluorescence data. The interaction between L and Cu²⁺ is reversible for many cycles with respect to ethylenediamine tetraacetate anion (EDTA^2-) which results in IMPLICATION logic gate.