![]() ![]() In contrast, introduction of additional Zn−O coordination bond for porphyrinato zinc complex 2 induces competition with intermolecular π−π interaction, resulting in nanostructures with nanorod and hollow nanosphere morphology in MeOH and n-hexane. Intermolecular π−π interaction of metal-free porphyrin 1 leads to the formation of hollow nanospheres and nanoribbons in MeOH and n-hexane, respectively. Their self-assembling properties in MeOH and n-hexane were comparatively investigated by scanning electronic microscopy and XRD technique. This intermolecular Zn−O coordination bond induces the formation of a supramolecular chain structure in which the porphyrinato zinc moieties are arranged in a “head-to-tail” mode ( J-aggregate), which is in contrast to a “face-to-face” stacking mode ( H-aggregate) in the supramolecular structure formed depending on the C−H Single-crystal X-ray diffraction (XRD) analysis confirmed the tetrapyrrole nature of these two compounds, revealing the existence of metal−ligand coordination bond between the carbonyl oxygen in the aryloxy side chain of meso-attached phenyl group in the porphyrin molecule with the zinc center of neighboring porphyrin molecule in the crystal structure of 2. ![]() Novel metal-free 5,15-diporphyrin H 2 ( 1) and its zinc congener Zn ( 2) were designed and synthesized. ![]()
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