Anion Binding Properties of N-Confused Porphyrins at the Peripheral Nitrogen

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Abstract

Ni(II), Pd(II), and Cu(II) complexes of N-confused porphyrin (NCP) exhibit anion binding properties through a hydrogen bonding interaction at the peripheral NH of confused pyrrole ring. The binding constants of the tetrakis(pentafluorophenyl)-NCP metal complexes (1-M, M= Ni, Pd, Cu) for various halide anions in CH2C12 increase in the order of F > Cl > Br > I, respectively. Zwitterionic resonance form of the NCP complexes as well as interactions between halide anions and a pentafluorophenyl group are suggested to be important for efficient anion binding.