Search results for "Suzuki"
showing 10 items of 80 documents
Selective Stepwise Suzuki Cross-Coupling Reaction for the Modelling of Photosynthetic Donor−Acceptor Systems
2009
A Suzuki reaction performed as a selective stepwise substitution of two boryl groups on a diarylporphyrin precursor is reported for straightforward construction of a porphyrin trimer, modeling photosynthetic donor-acceptor systems.
Fatty Acid Smell, Anesthesia, and Use on Fruit Crops
2023
Odors convey important information to select a sex partner, to find a food source, or to detect a danger. Among those some volatile molecules have been shown to cause a reversible anesthesia. However, their mode of action appears still largely mysterious. Here we describe a novel property of Olfactory Receptor 47b (OR47b), on olfactory sensory neurons (OSNs) expressing male-specific transcription factor FruM. We found some interesting properties of a fatty acid that can be present on food sources and oviposition sites for Drosophilid species. We show that OR47b neurons projecting to VA1v glomerulus are sensitive to this odor, and that this influences Drosophila behavior causing a strong ave…
Gold-Catalyzed Suzuki Coupling of ortho -Substituted Hindered Aryl Substrates
2017
International audience; A method that allows hindered ortho-substituted aryl iodides to be efficiently coupled to phenylboronic acid using a gold-catalyzed C-C bond formation is presented. The use of a molecularly-defined dinuclear gold chloride catalytic precursor that is stabilized by a new tetradentate (N,N')-diamino-(P,P')-diphosphino ferrocene hybrid ligand in a Suzuki-type reaction is described for the first time. Electron-rich isopropyl groups on phosphorus were found essen-tial for a superior activity, while the performances of a set of analogous gold dinuclear complexes that were fully characterized by multinuclear NMR spectroscopy and XRD analysis, were investigated. Therefore, ar…
Multi-layered, covalently supported ionic liquid phase (mlc-SILP) as highly cross-linked support for recyclable palladium catalysts for the suzuki re…
2011
The reaction between an excess of 1,4-bis(3-vinylimidazolium-1-yl) bromide and a mercaptopropyl-modified amorphous silica gel or ordered mesoporous silica SBA-15 in the presence of azobisisobutyronitrile (AIBN) afforded new materials, which have a high loading of imidazolium moieties. These materials, which contain a highly cross-linked polymeric network, have been denoted as multi-layered, covalently supported ionic liquid phase (mlc-SILP) and have been used as support for palladium catalysts containing a high loading of the metal (10 wt%). Such materials were characterized by several techniques (13C magic angle spinning nuclear magnetic resonance, the Brunauer–Emmett–Teller technique, sma…
Sustainable carbon–carbon bond formation catalyzed by new oxamate-containing palladium(II) complexes in ionic liquids
2013
Abstract New and versatile bis(oxamato)palladate(II) complexes of formula ( n -Bu 4 N) 2 [Pd(2-Mepma) 2 ]·4H 2 O ( 1a ) and ( n -Bu 4 N) 2 [Pd(4-Mepma) 2 ]·2H 2 O·MeCN ( 1b ) ( n -Bu 4 N + = tetra- n -buthylammonium, 2-Mepma = N -2-methylphenyloxamate and 4-Mepma = N -4-methylphenyloxamate) have been synthesized and characterized by spectroscopic methods and single crystal X-ray diffraction. Each palladium(II) ion in 1a and 1b is four-coordinate with two oxygen and two nitrogen atoms from two fully deprotonated oxamate ligands building a centrosymmetric square planar surrounding. Their catalytic role has been investigated for both Heck and Suzuki coupling reactions using a series of aryl…
Green conditions for the Suzuki reaction using microwave irradiation and a new HNT-supported ionic liquid-like phase (HNT-SILLP) catalyst
2014
A new catalytic system based on modified halloysite nanotubes was employed in the Suzuki reaction under microwave irradiation. A set of solvents, times and bases was screened and the best experimental conditions were obtained when the reactions were carried out for 10 min in water–ethanol at 120 °C in presence of K2CO3 as base. Good recyclability was observed. The new catalytic system was employed using either 1 mol% or 0.1 mol%. The palladium catalyst displayed good activity, allowing the synthesis of several biphenyl compounds in high yield working with only 0.1 mol% palladium loading. The application of microwave irradiation decreased the reaction time and also improved conversion with r…
Bis(oxamato)palladate(II) complexes: synthesis, crystal structure and application to catalytic Suzuki reaction
2015
New bis(oxamato)palladate(II) complexes, [Pd(H2O)4][Pd(2,6-Me2pma)2]·2H2O (1), (n-Bu4N)2[Pd(2,6-Me2pma)2]·2H2O (2a), and (n-Bu4N)2[Pd(2,6-Me2pma)2]·2CHCl3 (2b) (2,6-Me2pma = N-2,6-dimethylphenyoxamate and n-Bu4N+ = tetra-n-butylammonium), have been synthesized and the structures of 1 and 2b characterized by single-crystal X-ray diffraction. Complex 1 is a double salt constituted by tetraaquapalladium(II) cations and bis(oxamato)palladate(II) anions interlinked by hydrogen bonds. The palladium(II) ions in 1 are four-coordinate with two oxygens and two nitrogens from two fully deprotonated oxamate ligands (anion), and four water molecules (cation) building centrosymmetric square-planar surrou…
Heterogeneously catalyzed Suzuki-Miyaura conversion of broad scope
2012
The reaction tolerates a broad range of functional groups in the coupling partners and is usually performed in solution under homogeneous conditions at T ¢ 60 uC using 2–3 mol% catalytic amounts. The catalyst is often a Pd(0) complex with triarylphosphane ligands. 2 The catalytic cycle (Scheme 2) begins with the oxidative addition of an aryl halide to a Pd(0) species formed in situ to form an arylpalladium(II) halide intermediate. 3 Chloroarenes, especially nonactivated aryl chlorides, are notoriously less reactive due to the stability of the C–Cl bond (the relative reactivity of Ar–X is correlated to the respective bond dissociation energy: Ph–Cl: 96 kcal mol 21 ,P h–Br: 81 kcal mol 21 ,P …
C-Glycosyl amino acids through hydroboration-cross-coupling of exo-glycals and their application in automated solid-phase synthesis.
2013
O-Glycosylation is one of the most important post-translational modifications of proteins. The attachment of carbohydrates to the peptide backbone influences the conformation as well as the solubility of the conjugates and can even be essential for binding to specific ligands in cell-cell interactions or for active transport over membranes. This makes glycopeptides an interesting class of compounds for medical applications. To enhance the long-term availability of these molecules in vivo, the stabilization of the glycosidic bond between the amino acid residue and the carbohydrate is of interest. The described modular approach affords β-linked C-glycosyl amino acids by a sequence of Petasis …
Phenothiazine-based dyes with bilateral extension of π-conjugation for efficient dye-sensitized solar cells
2013
Four novel organic photo-sensitizers based on phenothiazine were designed, synthesized and characterized for efficient dye-sensitized solar cells. Anisole, octyloxybenzene and dodecyloxybenzene were incorporated into the phenothiazine by an Ullmann reaction. An additional octyloxybenzene was incorporated into one dye unit through a Suzuki coupling reaction. The modified phenothiazine moiety acts as an electron donor and cyanoacrylic acid acts as an electron acceptor and anchoring unit. The photophysical, electrochemical and sensitizing characteristics of the new dyes were evaluated. The bis(octyloxybenzene) substituted dye delivered the best performance with its sensitized solar cell displa…