Tailorable synthesis of heterogeneous enzyme–copper nanobiohybrids and their application in the selective oxidation of benzene to phenol

Losada-Garcia, Noelia; Rodriguez-Otero, Alba; Palomo, José M.

doi:10.1039/c9cy02091h

Cited by 35 publications

(52 citation statements)

References 30 publications

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“…Different metal-enzyme bionanohybrids (MeNPs@CALB) of different metals (Pd, Fe, Cu or Zn) were prepared and characterized following protocols previously described (see Supporting information and Figure S1) [31][32][33]. .…”

Section: Trichloroethylene (Tce) Degradation Catalyzed By Menps@calb mentioning

confidence: 99%

“…Bionanohybrids with different metals were synthesized, such as palladium (Pd), iron (Fe), copper (Cu), and zinc (Zn). The iron, copper and palladium bionanohybrids were described in previous publications [31][32][33], except for the synthesis and characterization of the zinc catalyst.…”

Section: General Synthesis Of Menps@cal-b Biohybridsmentioning

confidence: 99%

“…In this work, a new methodology has been developed to degrade chlorinated toxic compounds in water (TCE, 1,1-DCE) in a simple, green and sustainable way through metal bionanohybrids (Pd, Fe, Cu and Zn) ( Figure 1). Bionanohybrids present advantages compared with other metal systems because they are constituting of very small metal nanoparticles in a protein network which confers them high stability and they are located in a monodispersed way, which has been demonstrated to allow superior catalytic properties [31][32][33]. .…”

Section: Introductionmentioning

confidence: 99%

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High Degradation of Trichloroethylene in Water by Nanostructured MeNPs@CALB Biohybrid Catalysts

2020

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In this study, a methodology was developed for the rapid degradation of trichloroethylene (TCE) and 1,1-dichloroethylene (1,1-DCE) in distilled water and room temperature without the production of toxic chlorinated by-products. This process was carried out using bionanohybrids of different metals (Pd, Fe, Cu and Zn) obtained by enzyme–metal coordination called MeNPs@CALB, which present different metal species and nanoparticle sizes. The Cu2O@CALB biohybrid, which contained Cu2O nanoparticles, showed excellent catalytic performance in TCE degradation by removing 95% (>125 ppm) in 10 min using 1.5 g/L of catalyst. On the other hand, in the degradation reaction of 1,1-DCE, Cu2O@CALB eliminated 94% (93 ppm) in 1 min. Cu2O@CALB exhibited excellent stability and recyclability under sustainable conditions, maintaining its effectiveness in more than 90% for three cycles.

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Section: Trichloroethylene (Tce) Degradation Catalyzed By Menps@calb mentioning

confidence: 99%

Section: General Synthesis Of Menps@cal-b Biohybridsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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High Degradation of Trichloroethylene in Water by Nanostructured MeNPs@CALB Biohybrid Catalysts

2020

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“…These metal NPs-enzyme hybrids have been demonstrated as excellent heterogeneous catalysts in different reactions at milder conditions as usual. [42][43][44][45][46] In this regard, here we have developed an efficient, selective and mild heterogeneous procedure for the hydroxylation of aryl boronic acids using Cu nanoparticles (CuNPs)enzyme hybrids as catalysts (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

“…In this term, in our research group in the last years a new kind strategy based on the synthesis of novel nanobiohybrids consists in the in‐situ generation of metal nanoparticles into a protein network have been pioneer established. These metal NPs‐enzyme hybrids have been demonstrated as excellent heterogeneous catalysts in different reactions at milder conditions as usual …”

Section: Introductionmentioning

confidence: 99%

Direct Synthesis of Phenols from Phenylboronic Acids in Aqueous Media Catalyzed by a Cu(0)‐Nanoparticles Biohybrid

2020

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Selective hydroxylation of different phenylboronic acids to phenols was successfully carried out by using Cu nanoparticlesenzyme hybrid catalysts in water and room temperature. Different Cu-enzyme hybrids containing Cu(II), Cu(I) and Cu(0) nanoparticles species respectively were tested on the monohydroxylation of phenylboronic acid under these mild conditions being hybrids containing Cu(0)NPs the best catalysts, with total selectivity and formation of phenol as unique product. Also, the addition of hydrogen peroxide or the increase of reaction temperature were tested but did not improved these results. The substrate scope was also demonstrated and the Cu(0)NPs hybrid showed excellent results in the monohydroxylation of different o-, m-, p-substituted phenylboronic acid with final yields > 95 %. This catalyst showed excellent recyclability after 5 cycles of use.

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Palladium Nanocatalysts for Cascade C−N Cross‐Coupling/Heck Reaction

et al. 2021

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Highly stable nanocatalysts have been synthesized in aqueous medium at room temperature by the in situ formation of Pd nanoparticles (PdNPs) embedded in an enzyme net. Different parameters in the synthesis were evaluated such as T, ratio enzyme/Pd salt, using Candida antarctica B lipase (CALB) as enzyme. In all different CALB/ PdNPs hybrids synthesized, crystalline Pd(0) as a unique metallic species was confirmed by XRD. Spherical nanoparticles were obtained with diameter size from 2 to 11 nm, depending on the synthetic conditions. These CALB/PdNPs hybrids were employed as catalyst in the CÀ N/Heck reaction cross-coupling cascade for the synthesis of substituted azaindoles using various amino-o-bromopyridines as starting material in moderate conditions. The best conversion with high selectivity of the formation of C2-substituted azaindoles was obtained at 90°C using dioxane containing 5% water as the best reaction solvent from the different solvents tested, using potassium carbonate as milder base. The catalysis with these CALB/PdNPs hybrids at these conditions was also successful in the production of several isomers of azaindoles, especially relevant for the formation of the 7-azaindole, where 65% conversion was obtained, a very good improvement when compared to the reported protocol using a Pd 2 (dba) 3 /XPhos/t-BuONa catalytic system.

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Tailorable synthesis of heterogeneous enzyme–copper nanobiohybrids and their application in the selective oxidation of benzene to phenol

Abstract: A new strategy has been developed for the tailor-made synthesis of copper nanoparticle (CuNPs)-enzyme biohybrids in aqueous media for selective benzene monohydroxylation.

Cited by 35 publications

References 30 publications

High Degradation of Trichloroethylene in Water by Nanostructured MeNPs@CALB Biohybrid Catalysts

High Degradation of Trichloroethylene in Water by Nanostructured MeNPs@CALB Biohybrid Catalysts

Direct Synthesis of Phenols from Phenylboronic Acids in Aqueous Media Catalyzed by a Cu(0)‐Nanoparticles Biohybrid

Palladium Nanocatalysts for Cascade C−N Cross‐Coupling/Heck Reaction

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