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Supported Gold and Silver Nanoparticles for Catalytic Deoxygenation of Epoxides into Alkenes

https://doi.org/10.1002/ange.201001055
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28/28 checkable references clean · checked 2026-07-23

Every reference with a DOI in the deposited reference list resolved to a known work in Crossref or DataCite at the dated check, and none carried a retraction, withdrawal, or removal notice.

16 without a DOI — not checked. A reference deposited without a DOI is never matched by title or guessed at; it stays outside the checked set, and this line discloses that.

The 28 checked references that resolve
resolves10.1021/ar020267y
Formation of Carbon−Carbon Bonds under Catalysis by Transition-Metal Nanoparticles
resolves10.1126/science.1128383
Chemoselective Hydrogenation of Nitro Compounds with Supported Gold Catalysts
resolves10.1126/science.1120560
Solvent-Free Oxidation of Primary Alcohols to Aldehydes Using Au-Pd/TiO <sub>2</sub> Catalysts
resolves10.1246/cl.1987.405
Novel Gold Catalysts for the Oxidation of Carbon Monoxide at a Temperature far Below 0 °C
resolves10.1002/ange.200903011
Propene Epoxidation with Dioxygen Catalyzed by Gold Clusters
resolves10.1002/anie.200903011
Propene Epoxidation with Dioxygen Catalyzed by Gold Clusters
resolves10.1038/nature07194
Selective oxidation with dioxygen by gold nanoparticle catalysts derived from 55-atom clusters
resolves10.1002/adsc.200900239
Efficient Aerobic Oxidation of Alcohols using a Hydrotalcite‐Supported Gold Nanoparticle Catalyst
resolves10.1039/b900576e
Supported gold nanoparticles as a reusable catalyst for synthesis of lactones from diols using molecular oxygen as an oxidant under mild conditions
resolves10.1002/ange.200703161
Oxidant‐Free Alcohol Dehydrogenation Using a Reusable Hydrotalcite‐Supported Silver Nanoparticle Catalyst
resolves10.1002/anie.200703161
Oxidant‐Free Alcohol Dehydrogenation Using a Reusable Hydrotalcite‐Supported Silver Nanoparticle Catalyst
resolves10.1039/b809012b
Copper nanoparticles on hydrotalcite as a heterogeneous catalyst for oxidant-free dehydrogenation of alcohols
resolves10.1002/ange.200802761
Supported Silver‐Nanoparticle‐Catalyzed Highly Efficient Aqueous Oxidation of Phenylsilanes to Silanols
resolves10.1002/anie.200802761
Supported Silver‐Nanoparticle‐Catalyzed Highly Efficient Aqueous Oxidation of Phenylsilanes to Silanols
resolves10.1039/b910208f
Supported gold nanoparticle catalyst for the selective oxidation of silanes to silanols in water
resolves10.1039/b902469g
Supported silver nanoparticle catalyst for selective hydration of nitriles to amides in water
resolves10.1021/ja00258a050
Total synthesis of a C15 ginkgolide, (.+-.)-bilobalide
resolves10.1021/jo00242a010
Synthesis of 7,7,8-trideuteriated trichothecenes
resolves10.1021/ja00055a022
Cation-stabilizing auxiliaries in polyene cyclizations. 7. The fluorine atom as a cation-stabilizing auxiliary in biomimetic polyene cyclizations. 4. Total synthesis of dl-.beta.-amyrin.
resolves10.1021/ja00403a050
Model studies for a molecular mechanism of action of oral anticoagulants
resolves10.1021/jo00167a028
A chemical model for the mechanism of vitamin K epoxide reductase
resolves10.1016/1381-1169(95)00120-4
Methylrhenium trioxide as a catalyst for oxidations with molecular oxygen and for oxygen transfer
resolves10.1055/s-2003-42076
Rhenium-Catalyzed Epoxide Deoxygenation: Scope and Limitations
resolves10.1002/1522-2675(200210)85:10<3225::AID-HLCA3225>3.0.CO;2-H
Polystyrene-Supported (Catecholato)oxorhenium Complexes: Catalysts for Alcohol Oxidation with DMSO and for Deoxygenation of Epoxides to Alkenes with Triphenylphosphine
resolves10.1016/S0040-4039(01)93901-2
Deoxygenation of oxiran compounds to olefins by [Fe4S4(SC6H5)4]2− in the presence of NaBH4
resolves10.1016/S0040-4039(99)01880-8
Epoxide deoxygenation mediated by Salen complexes
resolves10.1002/chem.200305639
Catalytic Ionic Hydrogenations
resolves10.1021/ja00082a021
Selective Generation of Free Radicals from Epoxides Using a Transition-Metal Radical. A Powerful New Tool for Organic Synthesis
The 16 references without a DOI — listed, not checked
no DOI — not checkedUllman’s Encyclopedia of Industrial Chemistry, Vol. 12
no DOI — not checked 
no DOI — not checkedDehydrogenation of alcohols:
no DOI — not checked 
no DOI — not checked 
no DOI — not checked 
no DOI — not checkedComprehensive Organic Transformations
no DOI — not checkedThe mean diameters (d) and standard deviations (σ) of the gold and silver NPs formed on the surface of the HT support wered=2.7 nm (σ=0.7 nm) andd=9.5 nm (σ=3.9 nm). See the Supporting Information for detailed preparation methods characterizations and their reaction procedures.
no DOI — not checkedMgO was pre‐treated with the calcination under a N2atmosphere at 1000 °C before the preparation of Au/MgO.
no DOI — not checkedTo consider the possibility of leaching of active metal species from Au/HT and Ag/HT into the reaction mixtures these solid catalysts were filtered from the reaction mixtures at 50 % conversions of1. The filtrates were then stirred under similar reaction conditions but did not produce additional product. Furthermore inductively coupled plasma (ICP) analysis gave the result of no metal species in the filtrates (detection limit: 0.1 ppm). These results clearly prove that no leaching occurred and the deoxygenation proceeded on the gold and silver NPs immobilized on HT.
no DOI — not checkedOur previous work has revealed that supported silver NPs strongly interact with phenyl groups to promote oxidation of silanes and hydration of nitriles. See ref. [10a] and [11].
no DOI — not checkedDeoxygenation of1usingD‐benzhydrol (C6H5CD(OD)C6H5) as a reducing reagent was carried out under identical reaction conditions and all hydrogen atoms in1were retained in2.
no DOI — not checkedThere is another possibility in the reaction mechanism that the generated [H‐Au]−species attacks an epoxide to form a β‐hydroxy gold species. A subsequent protonation from [H‐HT]+to the intermediate provides an alkene and a H2O.
no DOI — not checkedThe use of 1 atm of H2as a reductant in place of 1‐phenylethanol results in the formation of the mixture of4and ethylbenzene by hydrogenation of4. In a separate experiment the hydrogenation of4occurred to afford ethylbenzene in the presence of Au/HT under an atmospheric H2conditions. These results indicate the formation of the mixture of the heterolytically and homolytically cleaved H2species on Au/HT under a H2atmosphere. See the Supporting Information for details.
no DOI — not checkedAfter the treatment of 1‐phenylethanol in the presence or absence of3 trace amounts of H2(0.16 mol % equivalent to 1‐phenylethanol 0.0046 atm of H2atmosphere) in the gas phase was detected. We confirmed a reaction of3without 1‐phenylethanol under an atmospheric gas mixed Ar with H2(H2partial pressure: 0.0046 atm) gave no conversion of3. See the Supporting Information for details.
no DOI — not checkedIt is reported that the addition of methyl methacrylate to the reaction medium gave the corresponding lactone in the reduction of cyclohexene oxide to cyclohexene by Cp2TiCl which involves a radical mechanism.[30]See the Supporting Information for details.
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