Search results for "Alkylation"
showing 9 items of 219 documents
Gold(I)-catalyzed intermolecular oxyarylation of alkynes: unexpected regiochemistry in the alkylation of arenes.
2009
The reaction between acetylenes and sulfoxides, studied as a test case for gold-catalyzed intermolecular addition, provides the oxyarylation compounds 3 in good yields. Unpredictably, in all cases a single regioisomer arising from the electrophilic aromatic alkylation at the position adjacent to the sulfur atom is obtained instead of the expected Friedel−Crafts regioisomer. A new concerted mechanism based on DFT calculations is proposed to account for the products in this intermolecular gold(I)-catalyzed reaction.
Phosphororganische Verbindungen, 68. Darstellung und Eigenschaften von Tetrakis(diphenylphosphin)‐nickel(0)
1971
Die Titelsubstanz 1 wurde durch Einwirkung von Diphenylphosphin auf Bis-π-allyl-nickel, Tetrakis(triphenylphosphin)-nickel(0) (2), Nickelpulver oder Nickel(II)-bromid dargestellt. Ihre Struktur wurde durch Zerewitinoff-Bestimmung, IR- und NMR-Spektren abgesichert. Eine Alkylierung von metalliertem 1 gelang nicht. Organic Phosphorus Compounds, 68. Preparation and Properties of Tetrakis(diphenylphosphine)nickel(0) The title compound, 1, was prepared by reacting of diphenylphosphine with bis(π-allyl)nickel, tetrakis(triphenylphosphine)nickel(0) (2), nickel-powder, or nickel(II) bromide. The structure of 1 was elucidated by Zerewitinoff method, i. r. and n. m. r. spectra. The alkylation of meta…
ChemInform Abstract: Gold(I)-Catalyzed Intermolecular Oxyarylation of Alkynes: Unexpected Regiochemistry in the Alkylation of Arenes.
2010
The reaction between acetylenes and sulfoxides, studied as a test case for gold-catalyzed intermolecular addition, provides the oxyarylation compounds 3 in good yields. Unpredictably, in all cases a single regioisomer arising from the electrophilic aromatic alkylation at the position adjacent to the sulfur atom is obtained instead of the expected Friedel−Crafts regioisomer. A new concerted mechanism based on DFT calculations is proposed to account for the products in this intermolecular gold(I)-catalyzed reaction.
Friedel-Crafts catalytic alkylations using rare earth-based mineral supports
1998
Abstract Rare earth halides supported on mineral supports (K10 montmorillonite and silica) were investigated as catalysts for Friedel-Crafts alkylations. This project concerns the replacement of the widely used Lewis acid AlCl3 in Friedel-Crafts reactions by environmentally friendly catalysts in that they circumvent the production of aluminum waste. The catalytic activity of these heterogeneous catalysts was established in a series of alkylations of aromatic compounds.
Synthesis of fluorine-18 labeled sulfonureas as ?-cell imaging agents
2001
Tolbutamide (1) and glyburide (7) are hypoglycemic drugs used to stimulate insulin secretion in type 2 diabetic patients. We have synthesized their fluorine-18 labeled analogs, 1-[(4-[ 18 F]fluorobenzenesulfonyl)]-3-butyl]urea (p-[ 18 F]fluorotolbutamide, 3a) and N-{4-[β-(2-[ 18 F]fluoroethoxybenzene carboxamido)ethyl]benzenesulfonyl)-N'-cyclohexylurea (2-[ 18 F]fluoroethoxyglyburide, 6a) as β-cell imaging agents. Compound 3a was synthesized via two approaches: One-step synthesis via nucleophilic substitution of p-nitrotolbutamide (2) with K[ 18 F]/Kryptofix 2.2.2 in either CH 3 CN or DMSO gave a complicated mixture; a two-step synthesis via preparation and reaction of 4-[ 18 F]fluorobenzen…
Covalent Protein Binding of Vinyl Chloride Metabolites During Co-Incubation of Freshly Isolated Hepatocytes and Hepatic Sinusoidal Cells of Rats
1983
Proteins of isolated rat hepatic sinusoidal cells incubated with 14C-vinyl chloride, rat liver microsomes and an NADPH-regenerating system were alkylated by vinyl chloride metabolites formed by microsomes. This suggests that reactive vinyl chloride metabolites can penetrate sinusoidal cells. Protein alkylation in isolated hepatic sinusoidal cells was higher when these were co-incubated with isolated hepatocytes, indicating that reactive vinyl chloride metabolites formed by hepatocytes are stable enough to diffuse out of hepatocytes into sinusoidal cells. Glutathione added to the incubation medium inhibited the covalent protein binding of vinyl chloride metabolites in sinusoidal cells as wel…
Preparation of a Series of “Ru(p-cymene)” Complexes with Different N-Heterocyclic Carbene Ligands for the Catalytic β-Alkylation of Secondary Alcohol…
2008
A series of five different “(p-cymene)Ru(NHC)” complexes (NHC = imidazolin-2-ylidene, imidazolin-4-ylidene, and pyrazolin-3-ylidene) have been obtained and fully characterized. The crystal structure of two of the new complexes has been determined by X-ray diffraction methods. All five complexes have been tested in the catalytic β-alkylation of secondary alcohols with primary alcohols and the dimerization of phenylacetylene, showing an excellent activity in both processes. A clear improvement on the catalytic activity of the complexes is observed when the more basic NHC ligands are used. The pyrazolylidene-Ru complex lies among the best catalysts for the β-alkylation of secondary alcohols re…
[60]Fullerene l -Amino Acids and Peptides: Synthesis under Phase-Transfer Catalysis Using a Phosphine–Borane Linker. Electrochemical Behavior
2017
International audience; A new method to link amino acid and peptide derivatives to [60]fullerene is described. It uses hydrophosphination with a secondary phosphine borane. First, the stereoselective synthesis of secondary phosphine borane amino acid derivatives was achieved by alkylation of phenylphosphine borane with gamma-iodo-alpha-amino ester reagents under phase transfer catalysis (PTC). Second, a sec-phosphine borane amino ester was saponified and coupled with alpha,gamma-diamino esters to afford the corresponding dipeptide derivatives in good yields. Finally, the hydrophosphination reaction of [60]fullerene by the sec-phosphine borane compounds was performed under PTC to obtain C-60…
The Missing Member of the Partially O-Alkylated Resorcinarene Family: Synthesis and Conformation of Methyl Tetramethoxy Resorcinarene
2013
An improved Lewis acid catalyzed synthesis method for methyl tetramethoxy resorcinarene is described, which produced the missing lower rim methyl derivative of this partially O-alkylated resorcinarene family. Structural characterization by means of variable temperature NMR experiments and single crystal X-ray diffraction studies furthermore revealed that the resorcinarene core adopts different conformations in the solid state and in solution. peerReviewed