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Mateo, Luis M. ; Hung, Tzu‐Chao ; Rank, Andreas ; Spachtholz, Raffael ; Giselbrecht, Felix ; Schön, Jonas ; Gross, Leo ; Repp, Jascha ; Peña, Diego

Combined In‐Solution and On‐Surface Synthesis of a Fully Fused Cross‐Shaped Phthalocyanine Pentamer

Mateo, Luis M., Hung, Tzu‐Chao, Rank, Andreas, Spachtholz, Raffael, Giselbrecht, Felix, Schön, Jonas, Gross, Leo , Repp, Jascha and Peña, Diego (2025) Combined In‐Solution and On‐Surface Synthesis of a Fully Fused Cross‐Shaped Phthalocyanine Pentamer. Angewandte Chemie International Edition 65 (11), e21922. (In Press)

Date of publication of this fulltext: 22 Dec 2025 07:02
Article
DOI to cite this document: 10.5283/epub.78363


Abstract

Phthalocyanines (Pcs) are a class of technologically relevant tetrapyrrolic macrocycles that offer rich photophysical properties as well as excellent tunability by means of chemical functionalization. Among such functionalization strategies, the synthesis of multinuclear, fully fused Pcs – adjacent macrocycles seamlessly fused through a shared aromatic ring into a continuous π-system – is ...

Phthalocyanines (Pcs) are a class of technologically relevant tetrapyrrolic macrocycles that offer rich photophysical properties as well as excellent tunability by means of chemical functionalization. Among such functionalization strategies, the synthesis of multinuclear, fully fused Pcs – adjacent macrocycles seamlessly fused through a shared aromatic ring into a continuous π-system – is particularly appealing for the preparation of new, exotic, atomically precise carbon frameworks. However, the notoriously low solubility of Pcs typically impedes the synthesis of oligomers beyond trimers. In addition, the positional control for specific units in large low-symmetry frameworks is particularly challenging. In this work, taking advantage of the benefits of on-surface synthesis under ultra-high vacuum (UHV) conditions, we present a strategy that allows the on-surface synthesis of cross-shaped Pc pentamers. This pentamer, which bears two different metal ions with pre-defined positional control, shows a small transport gap of 1.15 eV on Au(111).



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  • [img] Mateo, Luis M., Hung, Tzu‐Chao, Rank, Andreas, Spachtholz, Raffael, Giselbrecht, Felix, Schön, Jonas, Gross, Leo , Repp, Jascha and Peña, Diego (2025) Combined In‐Solution and On‐Surface Synthesis of a Fully Fused Cross‐Shaped Phthalocyanine Pentamer. Angewandte Chemie International Edition 65 (11), e21922. (In Press) [Currently displayed]

Details

Item typeArticle
Journal or Publication TitleAngewandte Chemie International Edition
Publisher:Wiley
Open Access Type:CC-License
Volume:65
Number of Issue or Book Chapter:11
Page Range:e21922
Date18 December 2025
InstitutionsPhysics > Institute of Experimental and Applied Physics > Group Jascha Repp
Projects
Funded by: Europäische Kommission (EU) (951519)
Identification Number
ValueType
10.1002/anie.202521922DOI
KeywordsCyclotetramerization; In-solution synthesis; On-surface synthesis; Phthalocyanine; Scanning probe microscopy
Dewey Decimal Classification500 Science > 530 Physics
500 Science > 540 Chemistry & allied sciences
StatusIn Press
RefereedYes, this version has been refereed
Created at the University of RegensburgPartially
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-783632
Item ID78363

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