25438-34-0Relevant academic research and scientific papers
Catalytic Performance and Electrophoretic Behavior of an Yttrium-Organic Framework Based on a Tricarboxylic Asymmetric Alkyne
Abdelkader-Fernández, Víctor Karim,Cepeda, Javier,Choquesillo-Lazarte, Duane,Fernández, Ignacio,García-García, Amalia,Montes-Andrés, Helena,Pérez, Juana M.,Pérez-Mendoza, Manuel,Rodríguez-Diéguez, Antonio,Rojas, Sara,Romero-Cano, Manuel S.,Ruiz Martínez, Cristina
supporting information, p. 1377 - 1384 (2022/02/07)
A new Y-based metal-organic framework (MOF) GR-MOF-6 with a chemical formula of {[YL(DMF)2]·(DMF)}n {H3L = 5-[(4-carboxyphenyl)ethynyl] isophthalic acid; DMF = N,N-dimethylformamide} has been prepared by a solvothermal route. Structural characterization reveals that this novel material is a three-dimensional MOF in which the coordination of the tritopic ligand to Y(III) metal ions leads to an intercrossing channel system extending over three dimensions. This material has proven to be a very efficient catalyst in the cyanosilylation of carbonyls, ranking second in catalytic activity among the reported rare earth metal-based MOFs described so far but with the lowest required catalyst loading. In addition, its electrophoretic behavior has been studied in depth, providing a zero-charge point between pH 4 and 5, a peak electrophoretic mobility of -1.553 μm cm V-1 s-1, and a ζ potential of -19.8 mV at pH 10.
A Sacrificial Iminato Ligand in the Catalytic Cyanosilylation of Ketones Promoted by Organoactinide Complexes
Deka, Hemanta,Fridman, Natalia,Eisen, Moris S.
, p. 3598 - 3606 (2022/03/03)
Four new complexes containing the bis(pentamethylcyclopentadienyl)thorium(IV) moiety, Cp*2Th(L1)(Me) (Th2), Cp*2Th(L2)(Me) (Th3), Cp*2Th(L1)Cl (Th5), and Cp*2Th(L2)Cl (Th6), were synthesized in quantitative yields via the protonolysis reaction of the metallocene precursor complexes Cp*2Th(Me)2 (Th1) and Cp*2Th(Me)Cl (Th4) and the respective six- and seven-membered N-heterocyclic neutral imine ligands L1H and L2H. The molecular structures of all the complexes were established by single-crystal X-ray structure analyses. The synthesized complexes along with the precursor complexes were employed as catalysts for the cyanosilylation reaction of ketones with trimethylsilyl cyanide (Me3SiCN). The removal of the iminato ligand is necessary to trigger the reaction, allowing the formation of the active catalyst.
A novel yttrium-based metal-organic framework for the efficient solvent-free catalytic synthesis of cyanohydrin silyl ethers
Echenique-Errandonea, Estitxu,Pérez, Juana M.,Rojas, Sara,Cepeda, Javier,Seco, José M.,Fernández, Ignacio,Rodríguez-Diéguez, Antonio
supporting information, p. 11720 - 11724 (2021/09/06)
A new porous metal-organic framework (MOF) with the chemical formula [Y5L6(OH)3(DMF)3]·5H2O (1) (where L = 3-amino-4-hydroxybenzoate) has been prepared by a solvothermal procedure. The structural char
Nanoceria as a recyclable catalyst/support for the cyanosilylation of ketones and alcohol oxidation in cascade
Garnes-Portolés, Francisco,Leyva-Pérez, Antonio,Rivero-Crespo, Miguel ángel
, p. 21 - 28 (2020/10/21)
The cyanosilylation of carbonyl compounds is a fundamental reaction in organic synthesis, to give cyanohydrins. Ketones are particularly reluctant to cyanosilane addition and require the action of a catalyst, and despite many soluble Br?nsted and Lewis ac
Catalytic Transfer Hydration of Cyanohydrins to α-Hydroxyamides
Kanda, Tomoya,Naraoka, Asuka,Naka, Hiroshi
supporting information, p. 825 - 830 (2019/01/14)
We report the palladium(II)-catalyzed transfer hydration of cyanohydrins to α-hydroxyamides by using carboxamides as water donors. This method enables selective hydration of various aldehyde- and ketone-derived cyanohydrins to afford α-mono- and α,α-disubstituted-α-hydroxyamides, respectively, under mild conditions (50 °C, 10 min). The direct conversion of fenofibrate, a drug bearing a benzophenone moiety, into a functionalized α,α-diaryl-α-hydroxyamide was achieved by means of a hydrocyanation-transfer hydration sequence. Preliminary kinetic studies and the synthesis of a site-specifically 18O-labeled α-hydroxyamide demonstrated the carbonyl oxygen transfer from the carboxamide reagent into the α-hydroxyamide product.
Pickering emulsion droplets hosting ionic liquid catalysts for continuous-flow cyanosilylation reaction
Meng, Zhixin,Zhang, Ming,Yang, Hengquan
, p. 627 - 633 (2019/02/14)
An IL-catalyzed cyanosilylation reaction is an important route for synthesis of many fine chemicals, but it is currently conducted in a batch manner. Herein, we have developed a novel method to "immobilize" IL catalysts for continuous-flow reaction based
A new (R)-hydroxynitrile lyase from Prunus mume: Asymmetric synthesis of cyanohydrins
Nanda, Samik,Kato, Yasuo,Asano, Yasuhisa
, p. 10908 - 10916 (2007/10/03)
A new hydroxynitrile lyase (HNL) was isolated from the seed of Japanese apricot (Prunus mume). The enzyme has similar properties with HNL isolated from other Prunus species and is FAD containing enzyme. It accepts a large number of unnatural substrates (benzaldehyde and its variant) for the addition of HCN to produce the corresponding cyanohydrins in excellent optical and chemical yields. A new HPLC based enantioselective assay technique was developed for the enzyme, which promotes the addition of KCN to benzaldehyde in a buffered solution (pH=4.5).
The addition of trimethylsilyl cyanide to carbonyl compounds using Yb(OTf)3 as lewis acid catalyst
Yang, Yang,Wang, Dong
, p. 1379 - 1380 (2007/10/03)
Yb(OTf)3 was found to be an effective catalyst in the addition of TMSCN to various carbonyl compounds. Highly chemoselective process was observed in the reactions of α-keto aldehyde acetals. Catalyst Yb(OTf)3 is tolerant to the hydro
KINETIC RESOLUTION OF KETONE CYANOHYDRIN ACETATES WITH A MICROBIAL ENZYME
Ohta, Hiromichi,Kimura,Yoichi,Sugano, Yasushi
, p. 6957 - 6960 (2007/10/02)
Incubation of dl-1-cyano-1-metylalkyl (or alkenyl) acatates (methyl ketone cyanohydrin acetates) with cells of Pichia miso IAM 4682 afforded optically active acetates and the corresponding ketones via asymmetric hydrolysis.Resulting (S)-2-cyano-2-undecyl acetate was converted to the aminofuranone derivative without losing its optical purity.
A Convenient One-Pot Cyanosilylation of Aldehydes and Ketones Using Potassium or Sodium Cyanide Impregnated on Amberlite XAD Resin and Trimethylsilyl Chloride
Sukata, Kazuaki
, p. 3820 - 3822 (2007/10/02)
In the cyanosylilation of benzaldehyde, the combination of potassium or sodium cyanide impregnated on Amberlite XAD resin and trimethylsilyl chloride has been found to be a good one-pot cyanosilylation agent.Although acetonitrile is the best solvent, subs
