Eosin Y-Containing Metal–Organic Framework as a Heterogeneous Catalyst for Direct Photoactivation of Inert C–H Bonds

Abstract

Xanthene dyes as a class of ideal organic homogeneous photocatalyst have received significant attention in C–H bond activation; however, the inherent nature of fast carrier recombination/deactivation and low stability limits their practical applications. Herein, by the ingenious decoration of eosin Y into a porous metal–organic framework (MOF), a high-performance heterogeneous MOF-based photocatalyst was prepared to efficiently activate inert C–H bonds on the reactants via the hydrogen atom transfer pathway for the functionalization of the C–H bonds. Taking advantage of the fixation effect of a rigid framework, the incorporation of eosin Y into MOF leads to great enhancement of their chemical durability. More importantly, by the introduction of the second auxiliary ligand, the carbonyl groups of xanthene on the eosin Y dyes were perfectly retained and periodically aligned within the confined channels of this rigid framework, which could effectively form excited state radicals to prompt inert C–H bond activation, promoting reaction efficiency by the host–guest supramolecular interaction. New eosin Y-based MOFs were recyclable for six times without reducing photocatalytic activity. This eosin Y functionalized MOF-based heterogeneous photocatalytic system provides an availably catalytic avenue to develop a scalable and sustainable synthetic strategy for the practical application of organic dyes.

Mitochondrial-Targeted AIE-Active Fluorescent Probe Based on Tetraphenylethylene Fluorophore with Dual Positive Charge Recognition Sites for Monitoring ATP in Cells

“…Fluorescent probes possess the advantages of high spatial and temporal resolution imaging, good selectivity and sensitivity, good biocompatibility, and cost-effectiveness. 14−17 Currently, various fluorescent probes have been developed for ATP fluorescence detection and bioimaging, such as rhodamine probes, 12,18 polythiophene derivative, 19 metal ionorganic molecule complex probe, 20 fluorescent quantum dot, 21 metal−organic frameworks, 5,22 cyanine dye, 13 benzothiazole probe, 23 aptamer, 24 and so on. However, they also have the problems of short emission wavelength, high biotoxicity, poor selectivity, and complicated synthesis process.…”

Six metal–organic architectures from a 5-methoxyisophthalate linker: assembly, structural variety and catalytic features

“…Owing to their almost infinite structural and topological diversity, 1–4 and plethora of unique properties, these compounds have attracted tremendous attention. The research on CPs opened up potential applications of CPs in gas adsorption and separation, 5–9 sensing, 10–13 heterogeneous catalysis, 14–20 and many other areas. 21–25…”

“…Owing to their almost innite structural and topological diversity, [1][2][3][4] and plethora of unique properties, these compounds have attracted tremendous attention. The research on CPs opened up potential applications of CPs in gas adsorption and separation, [5][6][7][8][9] sensing, [10][11][12][13] heterogeneous catalysis, [14][15][16][17][18][19][20] and many other areas. [21][22][23][24][25] The synthesis of CPs can oen be guided for producing denite structural and topological types toward various uses.…”

Band Gap Modulation in Fluorescein-Based Isostructural Coordination Polymers for Enhanced Photocatalytic Hydrogen Evolution under Visible Light

“…It is evident from the studies that along with the highly ordered coordination polymeric network of metal and ligand, the sensitizers like eosin Y, rose Bengal, rhodamine B, and fluorescein are crucial to drive the photocatalytic reaction. − However, the homogeneous nature of these dyes results in low stability due to their dissolution and self-degradation under photocatalytic reaction conditions in water. There are very rare instances where such dye molecules are part of the framework itself. − Out of these, only one example is reported for the HER, where an eosin Y-based MOF exhibited efficient photocatalytic activity for H 2 evolution from EtOH–water solvent under visible-light irradiation with a turnover number of 13,920 . The detailed photoelectrochemical properties of the MOF were not reported in the previous work.…”