Carbon nanotube supported aluminum porphyrin-imidazolium bromide crosslinked copolymer: A synergistic bifunctional catalyst for CO2 conversion

Campisciano, Vincenzo; Valentino, Laura; Morena, Anthony; Santiago‐Portillo, Andrea; Saladino, Nicolò; Gruttadauria, Michelangelo; Aprile, Carmela; Giacalone, Francesco

doi:10.1016/j.jcou.2022.101884

Cited by 15 publications

(9 citation statements)

References 90 publications

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“…In a two‐neck round‐bottom flask, tetrastyrylporphyrin aluminium chloride [9g] (0.13 mmol; 100 mg) and ethyl tris(4‐vinylphenyl)phosphonium bromide (0.51 mmol; 230 mg) were transferred and dissolved in dry dimethylformamide (DMF) (5.1 mL). The reaction mixture was sonicated for 20 min, under argon atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates

Valentino,

Célis,

Campisciano

et al. 2023

ChemCatChem

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The effective chemical valorization of CO2 by means of its conversion into valuable products is now more than ever a topic of considerable interest. It is on that basis that herein we have chosen the conversion of CO2 and epoxides to cyclic carbonates as a convenient route to achieve this goal. A new bifunctional (Lewis acid/nucleophile) heterogeneous material, TSP‐AlCl‐PhospBr, was designed in order to guarantee a close proximity between the two active sites that can cooperate to the activation and opening of the epoxide ring. The prepared copolymer has been extensively characterized using various spectroscopic and analytical techniques. As a heterogeneous catalyst, it enables efficient chemical conversion of CO2 and epoxides, even at low temperatures, down to 30 °C, without the use of solvents. In particular, the catalyst demonstrates high turnover numbers (TON) and frequency values (TOF). Recyclability studies on TSP‐AlCl‐PhospBr have shown its stability and reusability for consecutive cycles without the need of reactivation procedures.

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Section: Methodsmentioning

confidence: 99%

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates

Valentino,

Célis,

Campisciano

et al. 2023

ChemCatChem

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“…Tetrastyrylporphyrin (TSP) was synthesized according to a reported procedure [28]. After drying, the tetrastyrylporphyrin was obtained as a purple powder (415 mg; 27 %).…”

Section: Synthesis Of Tetrastyrylporphyrinmentioning

confidence: 99%

“…Homogeneous catalysts are usually highly active and selective however, they suffer from some disadvantages mainly related to their difficult reuse and to the laborious and time-consuming processes of isolation of cyclic carbonates from the reaction medium. These problems can be overcome by means of heterogeneous catalytic platforms that can allow easier recycling processes greatly increasing the sustainability of the reaction [27,28]. CO2 conversion into cyclic carbonates has been successfully obtained combining a Lewis acid and a nucleophile such as a halogen anion in the same bifunctional material [26,[29][30][31][32].…”

Section: Introductionmentioning

confidence: 99%

“…CO2 conversion into cyclic carbonates has been successfully obtained combining a Lewis acid and a nucleophile such as a halogen anion in the same bifunctional material [26,[29][30][31][32]. The simultaneous presence of both species provides a cocatalytic effect due to the Lewis Acid coordinating the oxygen of the three-membered ring and the nucleophile which favours the opening of the epoxide through the attack of the nucleophile [28].…”

Section: Introductionmentioning

confidence: 99%

“…POSS could be integrated into composites in different ways such as using an octavinyl-POSS as functional monomer of the polymerization in order to produce a cross-linked polymeric network [43,44]. Recently a very active bi-component material based on a copolymeric network of an imidazolium salt as nucleophilic source and a metal porphyrin complex as Lewis acid was synthetized and supported onto multi-walled carbon nanotubes [28].…”

Section: Introductionmentioning

confidence: 99%

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POSS-Al-porphyrin-imidazolium cross-linked network as catalytic bifunctional platform for the conversion of CO2 with epoxides

Morena

Campisciano

Santiago‐Portillo

et al. 2023

Fuel

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Highly Functionalized SWCNTs with a Dopamine Derivative as a Support for Pd Nanoparticles: A Recyclable Catalyst for the Reduction of Nitro Compounds and the Heck Reaction

Campisciano

Valentino

Alfieri

et al. 2023

Chemistry A European J

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Single‐walled carbon nanotubes (SWCNTs) were functionalized with a dopamine derivative in which the amine group was converted to azide (dopamine azide). The direct reaction of SWCNTs and dopamine azide in o‐dichlorobenzene at high temperature (160 °C) led to very highly functionalized CNTs (≈60 wt%). Surprisingly, despite this high degree of functionalization, Raman spectroscopy detected a low disruption of the π‐network of the carbonaceous support. This finding was justified by the rehybridization from sp3 to sp2 of the sidewall carbon atoms of CNTs involved in the functionalization process. Further characterization by means of different techniques such as X‐ray photoelectron spectroscopy (XPS) analysis and transmission electron microscopy (TEM) allowed to shed some light on the chemical composition and morphology of the obtained material. Moreover, the estimation of the total content of phenolic units and their reducing potential after CNTs functionalization was also assessed using Folin and Ciocalteu and 2,2‐diphenyl‐1‐picryl hydrazide (DPPH) assays. The functionalization of CNTs was exploited to immobilize palladium(II) species that were subsequently reduced with NaBH4 leading to the formation of Pd nanoparticles (NPs). The so obtained hybrid material was used as a recyclable heterogeneous catalyst for the reduction of nitro compounds and the Heck reaction.

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Carbon nanotube supported aluminum porphyrin-imidazolium bromide crosslinked copolymer: A synergistic bifunctional catalyst for CO2 conversion

Cited by 15 publications

References 90 publications

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates

POSS-Al-porphyrin-imidazolium cross-linked network as catalytic bifunctional platform for the conversion of CO2 with epoxides

Highly Functionalized SWCNTs with a Dopamine Derivative as a Support for Pd Nanoparticles: A Recyclable Catalyst for the Reduction of Nitro Compounds and the Heck Reaction

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Carbon nanotube supported aluminum porphyrin-imidazolium bromide crosslinked copolymer: A synergistic bifunctional catalyst for CO2 conversion

Cited by 15 publications

References 90 publications

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO2 Conversion to Cyclic Carbonates

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO2 Conversion to Cyclic Carbonates

POSS-Al-porphyrin-imidazolium cross-linked network as catalytic bifunctional platform for the conversion of CO2 with epoxides

Highly Functionalized SWCNTs with a Dopamine Derivative as a Support for Pd Nanoparticles: A Recyclable Catalyst for the Reduction of Nitro Compounds and the Heck Reaction

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Product

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Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates

Phosphonium Salt/Al‐Porphyrin Copolymer as Bifunctional Heterogeneous Catalyst for CO₂ Conversion to Cyclic Carbonates