Impact of silica nanoparticles architectures on the photosensitization of O2 by immobilized Rose Bengal

Body, Nathalie; Lefebvre, Corentin; Eloy, Pierre; Haynes, Tommy; Hermans, Sophie; Riant, Olivier

doi:10.1016/j.jphotochem.2023.114648

Cited by 8 publications

(5 citation statements)

References 53 publications

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“…Finally, a comparative study is presented to assess the code performance. IGMPlot, NCIPlot and Multiwfn were employed to perform the calculation of the RDG descriptor on a complex formed between the Rose Bengal molecule and a silica nanoparticule 42 (135 atoms, 5219 primitives, see Supporting Information for more details). As can be seen from Table 4, using only one CPU core, Multiwfn performs faster than IGMPlot and NCIPlot by a factor 2.2 and 1.3, respectively.…”

Section: Resultsmentioning

confidence: 99%

IGMPlot: A program to identify, characterize, and quantify molecular interactions

et al. 2023

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We describe the development and features of a program called IGMPlot, which is based on the independent gradient model (IGM) and its local descriptor δg. The IGM approach analyzes the gradient of the electron density (ED) in a molecular system to identify regions of space where chemical interactions take place. IGMPlot is intended for use by both experimental scientists and theoretical chemists. It is standalone software written in C++, with versions available for multiple platforms. Some key features are: probing and quantifying interactions between two given molecular fragments, determining bond strength (IBSI), estimating the atomic contributions to an intermolecular interaction and preparing data to build 2D and 3D representations of interaction regions.The software has been updated to include new features: critical point analysis of the ED, assessing ED asymmetry of a given bond (PDA) and a new descriptor called qg designed to enhance the IGM-δg analysis. The program can be found at: http://igmplot.univreims.fr.

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Section: Resultsmentioning

confidence: 99%

IGMPlot: A program to identify, characterize, and quantify molecular interactions

et al. 2023

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“…Many of these studies show not only good catalytic functioning, but also good recyclability over prolonged periods of irradiation. [ 18,20,22,48,49 ] This suggests that the resilience of photocatalysts to photobleaching is significantly impacted by the reactants and different reaction systems resulting in different stability. To test this hypothesis, the EYA‐ co ‐MA@SiO x at a 10% loading of EY (also referred to as EY‐10%) beads were selected since they showed a loss of the characteristic Eosin Y signal after 5 h. Eosin Y has been demonstrated to be an effective photocatalyst for PET‐RAFT polymerization with the chain transfer agent (CTA) 4‐cyano‐4‐(phenylcarbonothioylthio)pentanoic acid (CPADB).…”

Section: Resultsmentioning

confidence: 99%

Effects of Surface‐Immobilization on Photobleaching of Xanthene Dye Photocatalysts

Freeburne,

Sacco,

Gomez

et al. 2023

Macro Chemistry & Physics

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While organic photocatalysts provide increasingly versatile chemical pathways under mild conditions, their long‐term stability remains understudied. Here, the photobleaching behavior of xanthene dye photocatalysts is investigated. Rose Bengal, Eosin Y, and fluorescein are studied when in solution, when grafted to glass beads, and when incorporated into polymer brushes that are tethered to glass beads. This provides a comparison between Xanthene's stability as a homogeneous and as a heterogeneous photocatalyst. Photobleaching was investigated using UV‐Vis, diffuse reflectance UV‐Vis (DR UV‐VIS), and fluorescence microscopy. Xanthene dyes as homogeneous photocatalysts exhibited the highest photostability, while the grafted systems appeared to fade more rapidly. Notably, heterogenization appeared to have different effects based on the photocatalyst system, and further altering the photocatalyst environment with reagents may improve stability.This article is protected by copyright. All rights reserved

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“…One possibility to solve this issue consists in anchoring the photocatalyst onto an inert support; [28] in this way, the catalytic species could be easily removed upon a completed reaction, facilitating the work-up and, possibly, the reuse in further transformations. [29,30] Few examples of Eosin Y [31 -34] and Rose Bengal [34][35][36][37][38][39][40][41][42] supported materials have been already reported in literature, and their use in photochemical applications confirm that the treatment and purification of the target compound have been greatly facilitated. In this context, we wish to report here our findings on the use of Rose Bengal supported onto Merrifield resin in the direct photochemical metal-free C-3 thiocyanation of indoles under continuous flow conditions, originally reported by Li and coworkers.…”

Section: Introductionmentioning

confidence: 99%

Immobilized Rose Bengal as Photocatalyst for Metal‐Free Thiocyanation of Azaheterocycles under Continuous Flow Conditions

Colombo,

Fiorenza Boselli,

Raimondi

et al. 2023

Helvetica Chimica Acta

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The immobilization of Rose Bengal onto Merrifield resin and its application in the light‐driven metal‐free thiocyanation of azaheterocycles in continuo were investigated. The supported photocatalyst was used in batch reactions under heterogeneous conditions, with different azaheterocycles, and proved to efficiently promote the reaction. The resin‐supported Rose Bengal was then employed under continuous flow conditions, affording thiocyanate functionalized azaheterocycles with higher space‐time‐yields than the in‐batch transformations, and in a shorter reaction time. The easily modification of the SCN groups was also demonstrated by synthetizing trifluoromethyl thioethers and sulfenyl tetrazoles derivates in high yields.

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Impact of silica nanoparticles architectures on the photosensitization of O2 by immobilized Rose Bengal

Cited by 8 publications

References 53 publications

IGMPlot: A program to identify, characterize, and quantify molecular interactions

IGMPlot: A program to identify, characterize, and quantify molecular interactions

Effects of Surface‐Immobilization on Photobleaching of Xanthene Dye Photocatalysts

Immobilized Rose Bengal as Photocatalyst for Metal‐Free Thiocyanation of Azaheterocycles under Continuous Flow Conditions

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