New assembly modes of porphyrin-based networks

Abstract
The meso-5-pyridyl-10,15,20-tri(hydroxyphenyl)porphyrin has been synthesized and reacted with 1,2-dichloroethane to yield the corresponding pyridinium chloride salt with Npy-alkylated porphyrin building block. The latter undergoes self-assembly to form flat-networked patterns sustained by chloride anion auxiliaries, which attract cooperative hydrogen bonding from the hydroxylic functions of adjacent species. The O–HCl attractions direct the structure of the multiporphyrin arrays, thus representing a useful synthon for the construction of extended porphyrin-based architectures. Tight stacking of the hydrogen-bonded polymeric layers in the axial direction is further stabilized by ion-pairing interactions.

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