Pyrene-Bridged Expanded Carbaporphyrin Nanobelts.
Journal of the American Chemical Society(2022)
摘要
Two belt-like expanded carbaporphyrins ( and ) were prepared via a one-pot procedure that involves a [6 + 3] condensation between a pyrene-bearing tetrapyrrole precursor () and pentafluorobenzaldehyde, followed by oxidation. Single crystal X-ray diffraction analyses revealed that and both contain six dipyrromethene moieties and three bridging pyrene units. In the structure of , there are two vertically orientated pyrene units and one transverse orientated pyrene unit; however, in all three pyrene units are vertically orientated. The structural differences between and are reflected in their respective physical properties as revealed by proton NMR, UV-vis, and fluorescence spectroscopies. In contrast to all-carbon nanobelts, and contain multiple pyrrolic nitrogen donors that could serve as potential metal coordination sites. As a test of this possibility, was used to prepare an unprecedented Zn complex containing 7 Zn metal centers connected by a network of bridging atoms, as confirmed by a single crystal X-ray diffraction analysis. To the best of our knowledge, this is the first example of a belt-like molecular system that can coordinate multiple metal ions both along the backbone and within its central cavity.
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