L-nipecotic acid-porphyrin derivative: a chiral host with introverted functionality for chiral recognition.

The synthesis and chiral recognition properties of a porphyrin host with introverted functionality is reported. The host is a hybrid of tetraphenyl zinc porphyrin and the N-phenylamide derivative of (S)-nipecotic acid. The chiral recognition properties of the porphyrin host with chiral carboxylate-containing guests is described. UV/vis and (1)H NMR spectroscopic results indicate the host shows enantioselectivity for (S)-mandelate tetrabutyl ammonium salt.