Université Paris-Saclay, CEA, CNRS, NIMBE, LICSEN, 91191, Gif-sur-Yvette, France.
Dipartimento di Chimica "Giacomo Ciamician", Università di Bologna, via Selmi 2, 40126, Bologna, Italy.
ChemistryOpen. 2021 Oct;10(10):997-1003. doi: 10.1002/open.202100201.
The synthesis of π-extended porphyrins containing anthracenyl moieties still represents an important challenge. Here, we report on the synthesis of a series of unsubstituted naphthyl-, pyrenyl- and anthracenyl-fused zinc porphyrin derivatives. To this aim, meso-substitued porphyrins are synthesized and the fusion of the PAHs (Polycyclic Aromatic Hydrocarbon) on the β-positions are performed through thermally induced dehydro-aromatization. The fused zinc-porphyrin derivatives are fully characterized and their optical absorption and photoluminescence properties are reported. We also demonstrate that zinc can be removed from the porphyrin core, giving rise to pure C, H, N materials. This work constitutes the first step towards the synthesis of the fully-fused tetra-anthracenylporphyrin.
π-扩展的含蒽基部分的卟啉的合成仍然是一个重要的挑战。在这里，我们报告了一系列未取代的萘基、并五苯基和蒽基稠合锌卟啉衍生物的合成。为此，合成了间位取代的卟啉，并通过热诱导脱氢芳构化在β-位上进行 PAHs（多环芳烃）的稠合。稠合的锌卟啉衍生物被完全表征，并报告了它们的光吸收和光致发光性质。我们还证明，锌可以从卟啉核中去除，得到纯 C、H、N 材料。这项工作是合成完全稠合的四蒽基卟啉的第一步。
