NHC‐Stabilized Iridium Nanoparticles as Catalysts in Hydrogen Isotope Exchange Reactions of Anilines

Valero, Mégane; Bouzouita, Donia; Palazzolo, Alberto; Atzrodt, Jens; Dugave, Christophe; Tricard, Simon; Feuillastre, Sophie; Pieters, Grégory; Chaudret, Bruno; Derdau, Volker

doi:10.1002/anie.201914369

Cited by 63 publications

(58 citation statements)

References 82 publications

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“…[28] Another remarkable feature of catalyst IVb is the tolerance of anilines and benzylamines, as demonstrated by the efficient deuteration of 1-naphthylamine (12), 4-dimethylaminobenzylamine (13) and 1naphthylmethylamine (14), since primary amino groups generally coordinate strongly to the iridium atom and thus lead to deactivation of the catalyst. [8,17,29] Deuteration of 1-naphthylamine (12) can be achieved adequately with all three catalysts, whereas the benzylamines 13 and 14 were efficiently deuterated only in the presence of IVb. Moreover, IVb enables efficient labelling of 14 in both the D 1 -(83%) and D 2 -position…”

Section: Full Papermentioning

confidence: 99%

Iridium(I) Complexes with Anionic N‐Heterocyclic Carbene Ligands as Catalysts for H/D Exchange in Nonpolar Media

Koneczny

Nasr

et al. 2020

Adv Synth Catal

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A series of neutral iridium(I) complexes of the general type [(WCA−NHC)]IrL(COD)] (COD=1,5‐cyclooctadiene; L=phosphine, pyridine), bearing anionic N‐heterocyclic carbenes (WCA−NHC) with a weakly coordinating anionic (WCA) borate moiety, were prepared by addition of phosphines and pyridine to [(WCA−NHC)]Ir(COD)], in which the available coordination site is stabilized by intramolecular metal‐arene interaction (π‐face donation). The solvent and substrate scope of the neutral complexes as catalysts for H/D exchange was investigated, revealing their suitability for promoting efficient deuteration in nonpolar solvents such as cyclohexane.

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Section: Full Papermentioning

confidence: 99%

Iridium(I) Complexes with Anionic N‐Heterocyclic Carbene Ligands as Catalysts for H/D Exchange in Nonpolar Media

Koneczny

Nasr

et al. 2020

Adv Synth Catal

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“…Thea pplication of N-heterocyclic carbene (NHCs) ligands for the stabilization of MNPs and surfaces has drawn considerable attention in recent years due to the unique properties of the products. [29][30][31] NHCs have established themselves as ap opular and unique class of ligands in the fields of organometallic chemistry,c oordination chemistry and transition-metal catalysis. [32,33] They are characterized by their electron-rich nature and their ability to form exceptionally stable metal-carbene bonds with ar ange of metals,a nd offer several potential advantages over traditional ligands including increased catalyst stability.N HC-functionalized MNPs have shown higher thermal and chemical stability than the corresponding thiol-protected species under similar conditions.…”

Section: Introductionmentioning

confidence: 99%

Ultrastable and Highly Catalytically Active N‐Heterocyclic‐Carbene‐Stabilized Gold Nanoparticles in Confined Spaces

et al. 2020

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Controlling the size and surface functionalization of nanoparticles (NPs) can lead to improved properties and applicability. Herein, we demonstrate the efficiency of the metal‐carbene template approach (MCTA) to synthesize highly robust and soluble three‐dimensional polyimidazolium cages (PICs) of different sizes, each bearing numerous imidazolium groups, and use these as templates to synthesize and stabilize catalytically active, cavity‐hosted, dispersed poly‐N‐heterocyclic carbene (NHC)‐anchored gold NPs. Owing to the stabilization of the NHC ligands and the effective confinement of the cage cavities, the as‐prepared poly‐NHC‐shell‐encapsulated AuNPs displayed promising stability towards heat, pH, and chemical regents. Most notably, all the Au@PCCs (PCC=polycarbene cage) exhibited excellent catalytic activities in various chemical reactions, together with high stability and durability.

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“…Based on our results, we hypothesize that the mechanism of radiation protection of HRW is as follows ( Fig. 7 ): on one hand, the high concentration of hydrogen in HRW competes with tritium to facilitate the free or weakly bonded tritium diffusing out of cells, and inhibits the formation of OBT through isotope exchange [ 10 ]. On the other hand, the antioxidant activity of HRW and the neutralization of free radicals result in reduced ROS production, suppressed oxidative stress, alleviation of DNA and chromosomal damage and reduction of cell apoptosis induced by HTO exposure.…”

Section: Discussionmentioning

confidence: 99%

“…However, there is no effective expelling or detoxifying agent for tritium poisoning as yet. Considering the similar physical and chemical properties of tritium and hydrogen, we hypothesize that hydrogen with high concentration may compete with tritium and exchange out the EOT during HTO exposure [ 10 , 11 ].…”

Section: Introductionmentioning

confidence: 99%

Hydrogen-rich water attenuates the radiotoxicity induced by tritium exposure in vitro and in vivo

Yin

Liu

et al. 2020

Journal of Radiation Research

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Radionuclide tritium is widely used in the nuclear energy production industry and creates a threat to human health through radiation exposure. Herein, the radioactive elimination and radioprotective effect of hydrogen-rich water (HRW), a potential antioxidant with various medical applications, on tritiated water (HTO) exposure, was studied in vitro and in vivo. Results showed that intragastric administration of HRW effectively promoted the elimination of urinary tritium, decreased the level of serum tritium and tissue-bound tritium (OBT), and attenuated the genetic damage of blood cells in mice exposed to HTO (18.5 MBq/kg). Pretreatment with HRW effectively reduces tritium accumulation in HTO-treated human blood B lymphocyte AHH-1 cells. In addition, the anti-oxidative properties of HRW could attenuate the increased intracellular ROS (such as O2•-, •OH and ONOO−), resulting in reversing the exhaustion of cellular endogenous antioxidants (reduced GSH and SOD), decreasing lipid peroxidation (MDA), relieving DNA oxidative damage, and depressing cell apoptosis and cytotoxicity induced by HTO exposure. In conclusion, HRW is expected to be an effective radioactive elimination agent through the competition effect of isotope exchange or a radioprotective agent by scavenging free radicals induced by HTO exposure.

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NHC‐Stabilized Iridium Nanoparticles as Catalysts in Hydrogen Isotope Exchange Reactions of Anilines

Cited by 63 publications

References 82 publications

Iridium(I) Complexes with Anionic N‐Heterocyclic Carbene Ligands as Catalysts for H/D Exchange in Nonpolar Media

Iridium(I) Complexes with Anionic N‐Heterocyclic Carbene Ligands as Catalysts for H/D Exchange in Nonpolar Media

Ultrastable and Highly Catalytically Active N‐Heterocyclic‐Carbene‐Stabilized Gold Nanoparticles in Confined Spaces

Hydrogen-rich water attenuates the radiotoxicity induced by tritium exposure in vitro and in vivo

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