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Relevant academic research and scientific papers

Increased lewis acidity in hafnium-substituted polyoxotungstates

Monolacunary polyoxotungs-tates [α1-P2W 17O61]10 and [α-PW11O 39]10 react with HfGl4 to yield [α1-HfP2W17O61]su

Lewis acid-promoted cross aldol reaction of aldehydes with ketones utilizing 3-methyl-2-phenyl-2-(2-oxoalkyl)benzothiazolines as an enolate-transferring reagent

The treatment of a variety of 3-methyl-2-phenyl-2-(2-oxoalkyl) benzothiazolines with aldehydes in the presence of 2 equivalents of SnCl4 in dichloromethane at -78°C underwent a carbon-carbon bond cleavage at the 2-position of the benzothiazolin

Reformatsky Type Reaction Promoted by Hexabutyldistannane

Bu3SnSnBu3 proved to be effective reagent for Reformatsky type reaction.The use of Bu2SnI2 as an additive was essential, which proved to be effective for generation of organotin (IV) enolates.From the reaction with aldehydes, aldol type products were obta

Calix[6]arene derivatives bearing sulfonate and alkyl groups as surfactants in Sc(OTf)3-catalyzed Mukaiyama aldol reactions in water

Amphiphilic calix[6]arene derivatives 1a-b were found to be efficient surfactants for Sc(OTf)3-catalyzed Mukaiyama aldol reaction of silyl enol ethers with aldehydes in water. The results indicated that a hydrophobic microenvironment was formed

Highly active, water-compatible and easily separable magnetic mesoporous Lewis acid catalyst for the Mukaiyama-Aldol reaction in water

A novel magnetic mesoporous Lewis acid catalyst was prepared through immobilizing Yb(OTf)3 on a sodium propylsulphonate and phenyl group co-functionalized magnetic core-mesoporous silica shell composite. The obtained Yb(OTf)2-SO3Na&Ph-MCMSS catalyst had a typical core-shell structure with a Fe3O4 magnetic core, a middle amorphous silica layer and a multifunctional mesoporous silica shell with radial pore channels. In water medium Mukaiyama-Aldol reactions, it exhibited a higher catalytic reactivity than that of the homogeneous catalyst Yb(OTf)3, and control catalysts Yb(OTf)2-SO3Na-MCMSS without phenyl groups inside the mesoporous channels, Yb(OTf)2-SO 3Na&Ph-MCSS without a mesoporous structure, mesoporous Yb(OTf)2-SO3Na&Ph-MCM-41 with an irregular morphology and nonporous Yb(OTf)2-SO3Na-Amberlyst-15 ion-exchange resin. The systematic analysis demonstrated that this excellent catalytic performance could be attributed to the synergetic effect resulting from its radial mesoporous channels and the pore surface hydrophobicity, leading to the increased accessibility of actives sites and the decreased diffusion limitation of reactants. More importantly, this catalyst was stable in water and could be easily separated with a simple magnet and reused at least six times without loss of catalytic activity. This journal is the Partner Organisations 2014.

Iron-Modified Mesoporous Silica as an Efficient Solid Lewis Acid Catalyst for the Mukaiyama Aldol Reaction

Fe-MCM-41 and Fe-SBA-15, two different iron-containing mesoporous silicas, were successfully synthesized by a straightforward and versatile method using iron acetylacetonate as a metal precursor. pH adjustment with ammonia during the synthesis was found t

Tying a Molecular Overhand Knot of Single Handedness and Asymmetric Catalysis with the Corresponding Pseudo-D3-Symmetric Trefoil Knot

We report the stereoselective synthesis of a left-handed trefoil knot from a tris(2,6-pyridinedicarboxamide) oligomer with six chiral centers using a lanthanide(III) ion template. The oligomer folds around the lanthanide ion to form an overhand knot complex of single handedness. Subsequent joining of the overhand knot end groups by ring-closing olefin metathesis affords a single enantiomer of the trefoil knot in 90% yield. The knot topology and handedness were confirmed by NMR spectroscopy, mass spectrometry, and X-ray crystallography. The pseudo-D3-symmetric knot was employed as an asymmetric catalyst in Mukaiyama aldol reactions, generating enantioselectivities of up to 83:17 er, which are significantly higher than those obtained with a comparable unknotted ligand complex.

Gallium(III) triflate catalyzed diastereoselective mukaiyama aldol reaction by using low catalyst loadings

A mild method for the diastereoselective Mukaiyama aldol reaction is reported. By using a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe, bench-stable, and slow-releasing source of triflic acid for the Mukaiyama aldol reaction. A diastereoselective Mukaiyama aldol reaction was performed under mild conditions with a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%). The transformation proceeded efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. Copyright

Chemoselective catalysis with organosoluble lewis acidic polyoxotungstates

The preparation of new organosoluble Lewis acidic polyoxometalates (POMs) is reported. These complexes were prepared by the incorporation of Zr, Sc, and Y atoms into the corresponding monolacunary Dawson [P2W 17O61]10- and Keggin [PW11O 39]7- polyoxotungstates. The catalytic activity of these compounds was evaluated for C-C bond formation in the DielsAlder, Mannich, and Mukaiyama-type reactions. Comparisons with previously described Lewis acidic POMs are reported. Competitive reactions between imines and aldehydes or between various imines demonstrated that fine tuning of the reactivity could be reached by varying the metal atom in-corporated into the polyanionic framework. A series of experiments that employed pyridine derivatives allowed us to distinguish between the Lewis and induced Bronsted acidity of the POMs. These catalysts activate imines in a Lewis acidic way, whereas aldehydes are activated by indirect Bronsted catalysis.

Platinum-catalyzed reductive coupling of activated alkenes under hydrogenation conditions

The Pt complex generated from PtCl2, PR3, and SnCl2 catalyzes the reductive coupling of activated alkenes under environmentally benign hydrogenation conditions. Various bis-enones participated in the intramolecular cycliza