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• W2076780733 startingPage "16969" @default.
• W2076780733 abstract "Abstract The synthesis and characterization of a new type of chromophore, namely PePc consisting of a central phthalocyanine core and four fused perylene–bisimide (PBI) units is described for the first time. The entire architecture represents a highly extended conjugated heterocyclic π‐system with C 4 h symmetry. In order to guarantee pronounced solubility in organic solvents the corresponding PBI units were bay‐functionalized with tert ‐butylphenoxy substituents. Next to the metal‐free macrocycle, PePcH 2 , also metallated macrocycles PePcM (M=Zn, Ni, Pb, Ru, Fe) were synthesized. The extensive fusion of the corresponding aromatic building blocks to the very large extended π‐system leads to a very narrow HOMO–LUMO gap and as a consequence to transparency in the visible but light absorption in the NIR region. Significantly, the azomethine N‐atoms N1N4 of PePcM and PePcH 2 are highly basic. The corresponding tetraprotonated systems can only be deprotonated with very strong non‐nucleophilic bases such as phosphazene bases. In the protonated forms PePcMH 4 4+ and PePcMH 6 4+ the absorption maximum is shifted back to the visible region due to the loss of conjugation. The experimental findings were corroborated with quantum mechanical calculations." @default.
• W2076780733 created "2016-06-24" @default.
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• W2076780733 date "2014-10-21" @default.
• W2076780733 modified "2023-10-18" @default.
• W2076780733 title "Fused Perylene-Phthalocyanine Macrocycles: A New Family of NIR-Dyes with Pronounced Basicity" @default.
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• W2076780733 doi "https://doi.org/10.1002/chem.201404661" @default.
• W2076780733 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/25336426" @default.
• W2076780733 hasPublicationYear "2014" @default.
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