7560-70-5Relevant articles and documents
Generation and Reactivity of Electron-Rich Carbenes on the Surface of Catalytic Gold Nanoparticles
Oliver-Meseguer, Judit,Boronat, Mercedes,Vidal-Moya, Alejandro,Concepción, Patricia,Rivero-Crespo, Miguel ángel,Leyva-Pérez, Antonio,Corma, Avelino
, p. 3215 - 3218 (2018)
The reactive nature of carbenes can be modulated, and ultimately reversed, by receiving additional electron density from a metal. Here, it is shown that Au nanoparticles (NPs) generate an electron-rich carbene on surface after transferring electron density to the carbonyl group of an in situ activated diazoacetate, as assessed by Fourier transformed infrared (FT-IR) spectroscopy, magic angle spinning nuclear magnetic resonance (MAS NMR), and Raman spectroscopy. Density functional theory (DFT) calculations support the observed experimental values and unveil the participation of at least three different Au atoms during carbene stabilization. The surface stabilized carbene shows an extraordinary stability against nucleophiles and reacts with electrophiles to give new products. These findings showcase the ability of catalytic Au NPs to inject electron density in energetically high but symmetrically allowed valence orbitals of sluggish molecules.
Vinyl esters as effective acetaldehyde surrogates in [4 + 1] cycloaddition based multicomponent cascade
Kumar, Manoj,Bagchi, Sourav,Sharma, Anuj
, p. 53592 - 53603 (2015)
A new multicomponent cascade has been designed by utilizing vinyl esters as effective acetaldehyde surrogate. While most of the cyclic α-ketoenols underwent a facile three component conversion to annulated furans, phenols such as naphthol and sesamol got
Chemoselective Synthesis of Tetraketones in Water Catalyzed by Nanostructured Diphosphate Na2CaP2O7
Maleki, Behrooz,Raei, Massomeh,Alinezhad, Heshmatollah,Tayebee, Reza,Sedrpoushan, Alireza
, p. 288 - 300 (2018/05/29)
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Regio- and enantioselective reduction of diketones: Preparation of enantiomerically pure hydroxy ketones catalysed by Candida parapsilosis ATCC 7330
Mahajabeen, Pula,Chadha, Anju
, p. 1167 - 1173 (2015/10/28)
Enantiomerically enriched hydroxy ketones were prepared by the reduction of the corresponding diketones with excellent enantiomeric excess (98%) and in good yields (up to 75%) using whole cells of Candida parapsilosis ATCC 7330. Cyclic diketones, such as 1,2-cyclohexanedione and 1,4-cyclohexanedione, resulted in hydroxy ketones as products. Cyclohexane-1,3-dione and 5,5-dimethylcyclohexane-1,3-dione gave dimerised products, such as 2,2′-(ethane-1,1-diyl)bis(3-hydroxycyclohex-2-enone) and 2,2′-(ethane-1,1-diyl)bis(3-hydroxy-5,5-dimethylcyclohex-2-enone) with acetaldehyde generated in situ from whole cells of Candida parapsilosis ATCC 7330, which is reported here for the first time.