In the past few years, design and synthesis of well-defined multiporphyrinic architectures through highly efficient dynamic covalent chemistry (DCvC) have attracted great attention. While the majority of literature reports require utilization of certain template to direct synthesis, alkyne metathesis was found to be able to achieve dimeric porphyrin-based architectures synthesis. In this presentation, we will show highly efficient preparation of trimeric porphyrin-based macrocycles in one step starting from readily available diyne monomers in good yields (80–83%) by using our newly developed multidentate alkyne metathesis catalyst. GPC, MALDI-TOF MS, <sup>1</sup>H NMR, <sup>13</sup>C NMR, gCOSY, gHSQC, gHMBC, and ROESY experiments were conducted to investigate the structures of the obtained macrocycles. Their host–guest interactions with fullerenes will also be presented, including deliberately designed host exchanging and guest exchanging experiments. In the end, their transmembrane channeling activities will also be talked about, with a simple and efficient way of blockage of channel discovered.

Trimeric porphyrin-based macrocycles: Synthesis, host-guest chemistry, and transmembrane channel activities

251st National Meeting (2016)

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