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Inspired by nitroreductase and the electron transfer process of its metabolite nitroaromatic or nitroheterocyclic compounds, dye 2,7-dichlorofluorescein, which was ring-opened through solvent-assisted ligand incorporation to form carboxylic acid ligand groups, was loaded into the channels of iron-porphyrin metal-organic framework PCN-222(Fe) for synthesis of DCF@PCN-222(Fe). The DCF@PCN-222(Fe) was characterized by 1HNMR, XRD, SEM, EDX, UV-Vis, fluorescence spectrometer and XPS, and evaluated for its electrochemical properties via cyclic voltammetry (CV). With DCF@PCN-222(Fe) photo-catalyzing nitrobenzene reduction to aniline as a model reaction, the reaction conditions were optimized, the nitroaromatic hydrocarbon substrate was expanded and the cycling stability of the catalyst was evaluated. The results showed that DCF@PCN-222(Fe) still maintained the PCN-222(Fe) parent framework with a molar ratio of DCF to iron porphyrin ligand 1.6∶1, with its formula speculated as C80H46.4Cl4.2FeN4O22.4Zr3 and a relative molecular mass of 1878.47. DCF@PCN-222(Fe) exhibited UV-Vis absorption and fluorescence emission peaks at the same positions as DCF (532 and 556 nm, respectively), indicating electron transfer within the framework which can simulate the electron transfer process of nitroreductase. Under light irradiation, excited DCF transferred electrons to the iron-porphyrin center, from which the generated low-valent iron center transferred electrons to other electron acceptors, enabling the efficient reduction of nitrobenzene substrates. Under the optimal reaction conditions of room temperature, with 532 nm LED as light source, 2.5 μmol DCF@PCN-222(Fe) as photocatalyst, 1 mL methanol as solvent, catalytic reduction of 0.1 mmol nitrobenzene for 2 h, the aniline yield was 82% and reduced to 77% when the catalyst was used continuously for three times. Under the optimum reaction conditions, the reduction of nitrobenzene substrates with different para substituents catalyzed by DCF@PCN-222(Fe) showed yields from 64% to 91%.
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| 科 Family | 属数 Number of genus | 种数 Number of species | 占总种数比例 Percentage of total species (%) | 属 Genus | 种数 Number of species | 占总种数比例 Percentage of total species (%) |
|---|---|---|---|---|---|---|
| 鹅膏菌科Amanitaceae | 2 | 11 | 5.26 | 鹅膏菌属 Amanita | 10 | 4.78 |
| 小菇科 Mycenaceae | 2 | 12 | 5.74 | 丝盖伞属 Inocybe | 5 | 2.39 |
| 多孔菌科 Polyporaceae | 8 | 14 | 6.70 | 蜡蘑属 Laccaria | 5 | 2.39 |
| 红菇科 Russulaceae | 3 | 23 | 11.00 | 小皮伞属 Marasmius | 6 | 2.87 |
| 小菇属 Mycena | 11 | 5.26 | ||||
| 光柄菇属 Pluteus | 5 | 2.39 | ||||
| 红菇属 Russula | 17 | 8.13 | ||||
| 栓菌属 Trametes | 5 | 2.39 |
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