Synthesis and Characterization of Bola-Amphiphilic Porphyrin-Perylenebisimide Architectures

Schulze E, Ritterhoff C, Franz E, Tavlui O, Brummel O, Meyer B, Hirsch A (2024)

Publication Type: Journal article

Publication year: 2024

Journal

Article Number: e202303515

DOI: 10.1002/chem.202303515

Abstract

We report on the synthesis and characterization of a family of three water-soluble bola-amphiphilic zinc-porphyrin-perylenebisimide triads containing oligo carboxylic-acid capped Newkome dendrons in the periphery. Variations of the perylenebisimide (PBI) core geometry and dendron size (G1 and G2 dendrons with 3- and 9-carboxylic acid groups respectively) allow for tuning the supramolecular aggregation behavior with respect to variation of the molecular architecture. The triads show good solubility in basic aqueous media and aggregation to supramolecular assemblies. Theoretical investigations at the DFT level of theory accompanied by electrochemical measurements unravel the geometric and electronic structure of the amphiphiles. UV/Vis and fluorescence titrations with varying amounts of THF demonstrate disaggregation.

Authors with CRIS profile

Erik Schulze Lehrstuhl für Organische Chemie II Christian Ritterhoff Interdisziplinäres Zentrum für Molekulare Materialien Evanie Franz Lehrstuhl für Katalytische Grenzflächenforschung Olaf Brummel Lehrstuhl für Katalytische Grenzflächenforschung Bernd Meyer Professur für Computational Chemistry Andreas Hirsch Lehrstuhl für Organische Chemie II

How to cite

APA:

Schulze, E., Ritterhoff, C., Franz, E., Tavlui, O., Brummel, O., Meyer, B., & Hirsch, A. (2024). Synthesis and Characterization of Bola-Amphiphilic Porphyrin-Perylenebisimide Architectures. Chemistry - A European Journal. https://dx.doi.org/10.1002/chem.202303515

MLA:

Schulze, Erik, et al. "Synthesis and Characterization of Bola-Amphiphilic Porphyrin-Perylenebisimide Architectures." Chemistry - A European Journal (2024).

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