Rotaxanes and other transition metal-assembled porphyrin arrays for long-range photoinduced charge separation

Chambron, Jean‐Claude; Collin, Jean‐Paul; Dalbavie, Jean-Olivier; Dietrich‐Buchecker, Christiane; Heitz, Valérie; Odobel, Fabrice; Solladié, Nathalie; Sauvage, Jean‐Pierre

doi:10.1016/s0010-8545(98)00153-2

Cited by 59 publications

(32 citation statements)

References 28 publications

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“…13 A detailed understanding of structure-function relationships in rotaxanes together with consideration of the solute-solvent interaction is required for the design and assembly of "smart" systems such as molecular machines and molecular motors, 3,11,14,15 as well as model systems which faithfully mimic the processes occurring in the native photosynthetic apparatus. 11,16 …”

Section: Introductionmentioning

confidence: 99%

Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

et al. 2011

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Light-driven intramolecular electron transfer (ET) and energy transfer (EnT) processes in two rotaxanes, the first containing two free base porphyrins and C60 fullerene moieties incorporated around a Cu(I)bisphenanthroline core ((H2P)2-Cu(I)(phen)2-C60) and a second rotaxane lacking the fullerene moiety ((H2P)2-Cu(I)(phen)2) were studied by X-band (9.5 GHz) time-resolved electron paramagnetic resonance (TREPR) spectroscopy. The experiments were performed in a frozen toluene and ethanol, and different phases of the nematic liquid crystal (E-7). It is demonstrated that the ET and EnT processes in the (H2P)2-Cu(I)(phen)2-C60 rotaxane in different media result in formation of the same charge separated state, namely (H2P)2•+-Cu(I)(phen)2•−-C60, while photoexcitation of the (H2P)2-Cu(I)(phen)2 rotaxane does not induce noticeable transfer processes in these matrices. The results are discussed in terms of the high conformational mobility of the rotaxanes, which enables changes in the molecular topography and resultant modification of the rates and routes of photoinduced processes occurring in these systems. The parameters of the transfer processes are compared with those obtained in our previous study of (ZnP)2-Cu(I)(phen)2-C60 and (ZnP)2-Cu(I)(phen) rotaxanes under the same experimental conditions.

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Section: Introductionmentioning

confidence: 99%

Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

et al. 2011

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“…Porphyrins are attractive components in molecular materials for a number of reasons, including the transfer of charge where a number of groups, notably including that of Jean-Pierre Sauvage, have made important discoveries concerning electron transfer. [1][2][3][4][5][6][7][8][9][10] These studies, inspired by the photosynthetic reaction centre, 11 have helped towards understanding the phenomenon within relatively large molecules, but another important area is that of the transport of charge in much larger aggregates. [12][13][14][15] In this sense, the preparation of synthetic assemblies on surfaces 16,17 and the study of properties such as photoconductivity are important areas of activity.…”

Section: Introductionmentioning

confidence: 99%

Surface aggregate morphology of chiral porphyrins as a function of constitution and amphiphilic nature

2009

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The deposition of molecules onto surfaces from dilute solutions can lead to a variety of layer morphologies depending on the balance of interactions between solvent and molecule, molecules themselves, and these two components and the surface. Here we explore the behaviour of a set of chiral tetra meso-amidophenyl-substituted porphyrins-containing long hydrophobic tails at the periphery of the conjugated p-electron system-after depositing a drop of each compound from different solutions onto graphite. The synthesis of the new compounds is detailed and the morphology of the aggregates they form on the substrate has been investigated by atomic force microscopy (AFM). Depending on the solvent used and composition and constitution of the compound the structures formed are very different. Round shape aggregates and larger dewetting type patterns were formed from solutions of the compounds in methanol-in which all the molecules exhibit non-specific aggregation-and when chloroform and toluene are used fibril-like structures appear, whose alignment with the graphite axes depends on the length of the alkyl chains attached to the amide moiety in the molecules.

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“…Vergeldt et al postulated that coalescence of the Q-bands is caused by the mixing of the first excited-state S1 of the porphyrin and the charge transfer (CT) state in which an electron is transferred from the porphyrin macrocycle to the pyridinium substituent of the porphyrin. For coplanar orientation of the pyridinium groups and the porphyrin macrocycle, electronic coupling between the S1 and the CT states increases[40]. For our material a similar case takes place and the electron must be transferred from the porphyrin macrocycle to the peripheral aryl groups.…”

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confidence: 75%

Tuning Electronic and Magnetic Properties in Graphene Oxide – Porphyrins Complexes

Lewandowska¹,

Rosiak²,

Bogucki³

et al. 2019

Preprint

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Graphene oxide (GO) was modified by two modified porphyrins (THPP and TCPP) to formGO–porphyrin hybrids. Spectroscopic measurements demonstrated the formation of stablesupramolecular aggregates when mixing two components in solution. The Fouriertransform infrared (FTIR) and Raman scattering measurements confirm π-stackingbetween hydrophobic regions of GO nanoflakes and porphyrin molecules. An interesting interplay between modifiers andthe surface of GO leads to a significant change in electronic structure and magneticproperties of the designed hybrid materials. Based on the selection of molecularcounterpart we can affect the behavior of hybrids upon light irradiation in a different manner,which may be useful for the applications in photovoltaics, optoelectronics, and spintronics.

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Rotaxanes and other transition metal-assembled porphyrin arrays for long-range photoinduced charge separation

Cited by 59 publications

References 28 publications

Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

Surface aggregate morphology of chiral porphyrins as a function of constitution and amphiphilic nature

Tuning Electronic and Magnetic Properties in Graphene Oxide – Porphyrins Complexes

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Rotaxanes and other transition metal-assembled porphyrin arrays for long-range photoinduced charge separation

Cited by 59 publications

References 28 publications

Photoexcited State Properties of H2-Porphyrin/C60-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

Photoexcited State Properties of H2-Porphyrin/C60-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

Surface aggregate morphology of chiral porphyrins as a function of constitution and amphiphilic nature

Tuning Electronic and Magnetic Properties in Graphene Oxide – Porphyrins Complexes

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Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy

Photoexcited State Properties of H₂-Porphyrin/C₆₀-Based Rotaxanes as Studied by Time-Resolved Electron Paramagnetic Resonance Spectroscopy