Hydrophenoxylation of internal alkynes catalysed with a heterobimetallic Cu-NHC/Au-NHC system

Lazreg, Faïma; Guidone, Stefano; Gómez‐Herrera, Alberto; Nahra, Fady; Cazin, Catherine S. J.

doi:10.1039/c6dt04513h

Cited by 22 publications

(9 citation statements)

References 61 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[2,11] Theoriginal structural characterization of these dicopper hydride complexes,along with related silver analogues,h as been pioneered by Sadighi and co-workers ( Figure 1). [14] One approach to prepare complexes containing MÀHÀM' linkages is through the addition of am onomeric metal hydride complex to as uitable electrophilic fragment. [14] One approach to prepare complexes containing MÀHÀM' linkages is through the addition of am onomeric metal hydride complex to as uitable electrophilic fragment.…”

mentioning

confidence: 99%

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

2017

View full text Add to dashboard Cite

A series of heterobimetallic complexes containing three-center, two-electron Au-H-Cu bonds have been prepared from addition of a parent gold hydride to a bent d copper(I) fragment. These highly unusual heterobimetallic complexes represent a missing link in the widely investigated series of neutral and cationic coinage metal hydride complexes containing Cu-H-Cu and M-H-M moieties (M=Cu, Ag). The well-defined heterobimetallic hydride complexes act as precatalysts for the conversion of CO into HCO Bpin with HBpin as the reductant. The selectivity of the heterobimetallic complexes for the catalytic production of a formate equivalent surpasses that of the parent monomeric Group 11 complexes.

show abstract

mentioning

confidence: 99%

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

2017

View full text Add to dashboard Cite

show abstract

“…Moreover, predictive catalytic results by DFT calculations proposed a new generation of digold complexes [94], where both metal moieties are linked by an alkylic bridge. Recently, Cazin et al have reported the hydrophenoxylation of diphenylacetylene catalyzed by a combined Cu(NHC)/Au(NHC) catalytic system [95]. Nevertheless, they performed experimental studies to determine the solvent and temperature effect in the hydrophenoxylation reaction and they found a higher conversion to the desired product under solvent-free conditions.…”

Section: Dual-assisted Hydroalkoxylation Processmentioning

confidence: 99%

Towards Dual-Metal Catalyzed Hydroalkoxylation of Alkynes

et al. 2021

View full text Add to dashboard Cite

Poly (vinyl ethers) are compounds with great value in the coating industry due to exhibiting properties such as high viscosity, soft adhesiveness, resistance to saponification and solubility in water and organic solvents. However, the main challenge in this field is the synthesis of vinyl ether monomers that can be synthetized by methodologies such as vinyl transfer, reduction of vinyl phosphate ether, isomerization, hydrogenation of acetylenic ethers, elimination, addition of alcohols to alkyne species etc. Nevertheless, the most successful strategy to access to vinyl ether derivatives is the addition of alcohols to alkynes catalyzed by transition metals such as molybdenum, tungsten, ruthenium, palladium, platinum, gold, silver, iridium and rhodium, where gold-NHC catalysts have shown the best results in vinyl ether synthesis. Recently, the hydrophenoxylation reaction was found to proceed through a digold-assisted process where the species that determine the rate of the reaction are PhO-[Au(IPr)] and alkyne-[Au(IPr)]. Later, the improvement of the hydrophenoxylation reaction by using a mixed combination of Cu-NHC and Au-NHC catalysts was also reported. DFT studies confirmed a cost-effective method for the hydrophenoxylation reaction and located the rate-determining step, which turned out to be quite sensitive to the sterical hindrance due to the NHC ligands.

show abstract

“…Despite detailed studies on the preparation and reactivity of symmetric dinuclear coinage metal hydrides, little is known about heterobimetallic compounds with asymmetric M−H−M′ moieties. Combinations of copper and gold NHC complexes catalyze the addition of phenols to internal alkynes with activities that are greater than the individual components of the mixture …”

Section: Figurementioning

confidence: 99%

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

2017

View full text Add to dashboard Cite

As eries of heterobimetallic complexes containing three-center,two-electron Au À H À Cu bonds have been prepared from addition of ap arent gold hydride to ab ent d 10 copper(I) fragment. These highly unusual heterobimetallic complexes represent am issing link in the widely investigated series of neutral and cationic coinage metal hydride complexes containing Cu À H À Cu and M À H À M + moieties (M = Cu, Ag). The well-defined heterobimetallic hydride complexes act as precatalysts for the conversion of CO 2 into HCO 2 Bpin with HBpin as the reductant. The selectivity of the heterobimetallic complexes for the catalytic production of aformate equivalent surpasses that of the parent monomeric Group 11 complexes.

show abstract

Hydrophenoxylation of internal alkynes catalysed with a heterobimetallic Cu-NHC/Au-NHC system

Cited by 22 publications

References 61 publications

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Towards Dual-Metal Catalyzed Hydroalkoxylation of Alkynes

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Contact Info

Product

Resources

About

Hydrophenoxylation of internal alkynes catalysed with a heterobimetallic Cu-NHC/Au-NHC system

Cited by 22 publications

References 61 publications

Selective Reduction of CO2 to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Selective Reduction of CO2 to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Towards Dual-Metal Catalyzed Hydroalkoxylation of Alkynes

Selective Reduction of CO2 to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Contact Info

Product

Resources

About

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes

Selective Reduction of CO₂ to a Formate Equivalent with Heterobimetallic Gold‐ ‐ ‐Copper Hydride Complexes