Controlled Growth of Porphyrin Wires at a Solid‐Liquid Interface

Kahlfuss, Christophe; Kikkawa, Yoshihiro; Wytko, Jennifer A.; Weiss, Jean

doi:10.1002/hlca.201900058

Cited by 2 publications

(1 citation statement)

References 44 publications

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“…79 Porphyrins are one of the most promising examples of the vast array of molecular systems that are appropriate for such an approach, particularly because of their planar aromatic macrocycle, which is ideal for π−π stacking interactions and provides a versatile platform for peripheral decoration with groups that can offer additional interaction motifs. In fact, porphyrins, metalloporphyrins, and their assemblies like, rods, 80 rings, 81,82 sheets, 83 spheres, 84 wires, 85,86 and tubes 87 have been explored in the past few years to afford various structural, electronic, photocatalytic, and biological characteristics. Fan et al constructed an ultrathin shell of about a single molecule thickness, mainly composed of iron-porphyrin monomers, by a covalent assemble strategy (Figure 7).…”

Section: ■ Porphyrin-based Nanoparticlesmentioning

confidence: 99%

Organic–Inorganic Porphyrinoid Frameworks for Biomolecule Sensing

et al. 2023

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Porphyrinoids and their analogous compounds play an important role in biosensing applications on account of their unique and versatile catalytic, coordination, photophysical, and electrochemical properties. Their remarkable arrays of properties can be finely tuned by synthetically modifying the porphyrinoid ring and varying the various structural parameters such as peripheral functionalization, metal coordination, and covalent or physical conjugation with other organic or inorganic scaffolds such as nanoparticles, metal–organic frameworks, and polymers. Porphyrinoids and their organic–inorganic conjugates are not only used as responsive materials but also utilized for the immobilization and embedding of biomolecules for applications in wearable devices, fast sensing devices, and other functional materials. The present review delineates the impact of different porphyrinoid conjugates on their physicochemical properties and their specificity as biosensors in a range of applications. The newest porphyrinoid types and their synthesis, modification, and functionalization are presented along with their advantages and performance improvements.

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Section: ■ Porphyrin-based Nanoparticlesmentioning

confidence: 99%

Organic–Inorganic Porphyrinoid Frameworks for Biomolecule Sensing

et al. 2023

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Mechanistic Study of the Solvent‐Dependent Formation of Extended and Stacked Supramolecular Polymers Composed of Bis(imidazolylporphyrinatozinc) Molecules

Satake

Suzuki

Sugimoto

et al. 2019

Chemistry A European J

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Bis(imidazolylporphyrinatozinc) molecules linked through a1 ,3-butadiynylene moiety respond to the solvents they are dissolved in to afford exclusively extended (E) or stacked (S) supramolecular polymers. This system is expected to be as olvation/desolvation indicator. However, the principles underlying the solvent-dependent formation of the two types of polymers and the mechanism of the transformation between them are unclear.T he formation of the polymers is considered to depend on the two types of complementaryc oordination bonds that can be formed and the p-p interactions between the porphyrins. In this study,t he contributionsa nd solventd ependence of both the coordination bonds and the p-p interactions have been investigated. The results clearly indicate that the coordination bonds are weaklyo rl ittle solvent-dependent, and that the p-p interactions functione ffectively only in the inner porphyrins of the S-polymer and are strongly solvent-dependent. Thermodynamic analysis revealed that the formation of the E-or Spolymer in solution is determined by the total energiesa nd the typeo fs olventu sed. Thet ransformation of the E-to Spolymer wasi nvestigated by gel permeation chromatography.T he kinetics of the transformationw ere also determined.T he role of the terminal imidazolylporphyrinatozinc moietiesw as also investigated:T he results indicatet hat the transformation from the E-to S-polymer occurs by an exchange mechanism between the polymers, induced by attack of terminal free imidazolyl groups on ap olymer to zinc porphyrins on other polymers.Supporting information and the ORCID identification number(s) for the author(s) of this articlecan be found under: https://doi.

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Controlled Growth of Porphyrin Wires at a Solid‐Liquid Interface

Cited by 2 publications

References 44 publications

Organic–Inorganic Porphyrinoid Frameworks for Biomolecule Sensing

Organic–Inorganic Porphyrinoid Frameworks for Biomolecule Sensing

Mechanistic Study of the Solvent‐Dependent Formation of Extended and Stacked Supramolecular Polymers Composed of Bis(imidazolylporphyrinatozinc) Molecules

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