2022
DOI: 10.1039/d2gc01161a
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Enabling room-temperature reductive C–N coupling of nitroarenes: combining homogeneous and heterogeneous synergetic catalyses mediated by light

Abstract: Green synthesis of (Hetero)aromatic amines is highly expected but challenged. Herein, we demonstrated a promising protocol for room-temperature reductive C−N coupling of nitroarenes mediated with direct light without any catalyst,...

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Cited by 20 publications
(11 citation statements)
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“…This can be inclined to consider that the metal species have an inner layer of interaction with carbon in the carbon-supported metal composites, which reinforces the adsorption and activation of peroxomonosulfate through electrostatic or interactions. 55–59 In addition, in the radical pathway, the localized electronic density of states of the carbon surface in the interaction region increases, resulting in more efficient charge transfer from metal nanoparticles to the attached π systems (including Co( ii ), Co( iii ), electron transfer between Mn( ii ), Mn( iii ), Mn( iv ), and M–O–C), and the activated domains disrupt the O–O bond of the peroxide in peroxomonosulfate, promoting the formation of more active free radicals in the catalytic reactions. On the other hand, the generated SO 4 ˙ − can also react with HSO 5 − to convert H 2 O and OH − into HO˙ radicals (eqn (5) and (8)) and singlet oxygen ( 1 O 2 ) (eqn (9)).…”
Section: Resultsmentioning
confidence: 99%
“…This can be inclined to consider that the metal species have an inner layer of interaction with carbon in the carbon-supported metal composites, which reinforces the adsorption and activation of peroxomonosulfate through electrostatic or interactions. 55–59 In addition, in the radical pathway, the localized electronic density of states of the carbon surface in the interaction region increases, resulting in more efficient charge transfer from metal nanoparticles to the attached π systems (including Co( ii ), Co( iii ), electron transfer between Mn( ii ), Mn( iii ), Mn( iv ), and M–O–C), and the activated domains disrupt the O–O bond of the peroxide in peroxomonosulfate, promoting the formation of more active free radicals in the catalytic reactions. On the other hand, the generated SO 4 ˙ − can also react with HSO 5 − to convert H 2 O and OH − into HO˙ radicals (eqn (5) and (8)) and singlet oxygen ( 1 O 2 ) (eqn (9)).…”
Section: Resultsmentioning
confidence: 99%
“…31 However, the process is not viable for gram-scale due to the noticeable reduction in the yield (from 86% in the 0. Another independent light-mediated reductive amination method was published by Song-Yang and co-workers 32 almost using identical conditions demonstrated by Baitalik and Jana group. 33 However, in this method, the reaction was performed in toluene using an UV lamp (365 nm) as the light source.…”
Section: Catalyst-free Reactionsmentioning
confidence: 96%
“…During pyrolysis, the surrounding pyridinic N could easily interact with the Co species, which not only optimizes the target point of metal reactivity but also enhances the catalytic activity of the catalyst by increasing the affinity of the catalyst and reactant molecules. [44,45] The catalytic performance is mainly related to pyridinic N, which acts as an effective adsorption site to enhance the affinity between the catalyst and the reactant molecules, thereby improving the catalytic activity. It is evident from N 1s that the Co@SiO 2 /Cu-6 catalyst has the highest content of pyridinic N, in contrast, the catalysts obtained at the other two temperatures have almost no pyridinic N. Highresolution XPS spectra of O 1s are shown in Figure 3f the binding energies with two deconvolution peaks of O 1s are attributed to O bonding to Si (OÀ Si) and O bonding to metal species (OÀ M), [46] located at 531.7 eV and 532.6 eV, respectively.…”
Section: Catalyst Characterization Analysismentioning
confidence: 99%