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Sonogashira Reaction (sonogashira + reaction)
Selected AbstractsChemInform Abstract: Polystyrene-Supported Palladium(II) Ethylenediamine Complex: A Recyclable Catalyst for the Syntheses of 2-Benzylimidazo[2,1-b][1,3]benzothiazoles by Sonogashira Reaction.CHEMINFORM, Issue 26 2009Mohammad Bakherad Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Synthesis of a 2-Aminoimidazole Library for Antibiofilm Screening Utilizing the Sonogashira Reaction.CHEMINFORM, Issue 49 2008Justin J. Richards Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] A Copper- and Amine-Free Sonogashira Reaction of Aryl Halides Catalyzed by 1,3,5-Triaza-7-phosphaadamantane Palladium Systems.CHEMINFORM, Issue 10 2007Jose Ruiz Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] A Novel Cu(II)-Catalyzed Sonogashira Reaction.CHEMINFORM, Issue 2 2007Erli You Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Pd-Catalyzed Copper-Free Carbonylative Sonogashira Reaction of Aryl Iodides with Alkynes for the Synthesis of Alkynyl Ketones and Flavones by Using Water as a Solvent.CHEMINFORM, Issue 48 2005Bo Liang No abstract is available for this article. [source] Convenient Indole Synthesis from 2-Iodoanilines and Terminal Alkynes by the Sequential Sonogashira Reaction and the Cyclization Reaction Promoted by Tetrabutylammonium Fluoride (TBAF).CHEMINFORM, Issue 11 2004Naoyuki Suzuki No abstract is available for this article. [source] Polystyrene-supported Palladium(II) Ethylenediamine Complex: A Recyclable Catalyst for the Syntheses of 2-Benzyl-imidazo[2,1- b][1,3]benzothiazoles by Sonogashira ReactionCHINESE JOURNAL OF CHEMISTRY, Issue 2 2009Mohammad BAKHERAD Abstract The polymer-supported palladium(II) ethylenediamine complex was used as a catalyst for the heterocyclization during Sonogashira reaction between a substituted phenyl iodide and 2-amino-3-(2-propynyl)-1,3-benzothiazolium bromide, which could readily be recovered from the reaction medium by a simple filtration, and reused without a significant loss in its activity. [source] ChemInform Abstract: Palladium Supported on a Polyionic Resin as an Efficient, Ligand-Free, and Recyclable Catalyst for Heck, Suzuki,Miyaura, and Sonogashira Reactions.CHEMINFORM, Issue 34 2009Basudeb Basu Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] One-Pot Pd/C Catalyzed "Domino" HALEX and Sonogashira Reactions: A Ligand- and Cu-Free Alternative.CHEMINFORM, Issue 22 2006Mehul B. Thathagar Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Synthesis and enantioselectivities of soluble polymers incorporating optically active binaphthyl and binaphtholJOURNAL OF APPLIED POLYMER SCIENCE, Issue 2 2007Xiaowei Zou Abstract A polymer (P-1) was synthesized through the polymerization of (S)-6,6,-dibromo-3,3,-dibutyl-1,1,-binaphthol with (S)-2,2,-dioctoxy-1,1,-binaphthyl-6,6,-boronic acid in a Pd-catalyzed Suzuki reaction, and another polymer (P-2) was synthesized through the polymerization of (S)-6,6,-dibromo-3,3,-dibutyl-1,1,-binaphthol with (S)-6,6,-diethynyl-2,2,-dioctoxy-1,1,-binaphthyl in a Pd-catalyzed Sonogashira reaction. The two polymers showed good solubility in some common solvents and were characterized with NMR, Fourier transform infrared, gel permeation chromatography, and circular dichroism spectroscopy. The application of the chiral monomers and polymers in the asymmetric addition of diethyl zinc to benzaldehyde was studied. The results indicated that P-1, P-2, and the monomer (S)-3,3,-dibutyl-1,1,-binaphthol were efficient ligands in the asymmetric addition of diethyl zinc to benzaldehyde. The chiral polymer ligands P-1 and P-2 were more efficient than their monomeric version, (S)-3,3,-dibutyl-1,1,-binaphthol, and could be easily recovered and reused without a loss of catalytic activity or enantioselectivity. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2007 [source] Polymer-based fluorescence sensors incorporating chiral binaphthyl and benzo[2,1,3]thiadiazole moieties for Hg2+ detectionJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 5 2010Xiaobo Huang Abstract Three chiral polymers P-1, P-2, and P-3 could be obtained by the polymerization of (R)-6,6,-dibutyl-3,3,-diiodo-2, 2,-binaphthol (R -M-1), (R)-6,6,-dibutyl-3,3,-diiodo-2,2,-bisoctoxy-1,1,-binaphthyl (R -M-2), and (R)-6,6,-dibutyl-3,3,-diiodo-2,2,-bis (diethylaminoethoxy)-1,1,-binaphthyl (R -M-3) with 4,7-diethynyl-benzo[2,1,3]-thiadiazole (M-1) via Pd-catalyzed Sonogashira reaction, respectively. P-1, P-2, and P-3 can show pale red, blue,green, and orange fluorescence. The responsive optical properties of these polymers on various metal ions were investigated by fluorescence spectra. Compared with other cations, such as Co2+, Ni2+, Ag+, Cd2+, Cu2+, and Zn2+, Hg2+ can exhibit the most pronounced fluorescence response of these polymers. P-1 and P-2 show obvious fluorescence quenching effect upon addition of Hg2+, on the contrary, P-3 shows fluorescence enhancement. Three polymer-based fluorescent sensors also show excellent fluorescence response for Hg2+ detection without interference from other metal ions. The results indicate that these kinds of tunable chiral polybinaphthyls can be used as fluorescence sensors for Hg2+ detection. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 997,1006, 2010 [source] Cationic, water-soluble, fluorene-containing poly(arylene ethynylene)s: Effects of water solubility on aggregation, photoluminescence efficiency, and amplified fluorescence quenching in aqueous solutionsJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 19 2006Yan-Qin Huang Abstract Three novel fluorene-containing poly(arylene ethynylene)s with amino-functionalized side groups were synthesized through the Sonogashira reaction. They were poly{9,9-bis[6,-(N,N -diethylamino)hexyl]-2,7-fluorenylene ethynylene}- alt - co -{2,5-bis[3,-(N,N -diethylamino)-1,-oxapropyl]-1,4-phenylene} (P1), poly{9,9-bis[6,-(N,N -diethylamino)hexyl]-2,7-fluorenylene ethynylene} (P2), and poly({9,9-bis[6,-(N,N -diethylamino)hexyl]-2,7-fluorenylene ethynylene}- alt - co -(1,4-phenylene)) (P3). Through the postquaternization treatment of P1,P3 with methyl iodide, we obtained their cationic water-soluble conjugated polyelectrolytes (WSCPs): P1,,P3,. The water solubility was gradually improved from P3, to P1, with increasing contents of hydrophilic side chains. After examining the ultraviolet,visible absorption and photoluminescence (PL) spectra, fluorescence lifetimes, and dynamic light scattering data, we propose that with the reduction of the water solubility from P1, to P3,, they exhibited a gradually increased degree of aggregation in H2O. The PL quantum yields of P1,,P3, in H2O displayed a decreasing tendency consistent with the increased degree of aggregation, suggesting that the pronounced degree of aggregation was an important reason for the low PL quantum yields of WSCPs in H2O. Two structurally analogous water-soluble trimers of P2, and P3,, model compounds 2,7-bis(9,,9,-bis{6,-[(N,N -diethyl)- N -methylammonium] hexyl}-2,-fluorenylethynyl)-9,9-bis{6,-[(N,N -diethyl)- N -methylammonium]hexyl}fluorene hexaiodide and 1,4-bis(9,,9,-bis{6,-[(N,N -diethyl)- N -methylammonium]hexyl}-2,-fluorenylethynyl)benzene tetraiodide, were synthesized. The amplified fluorescence quenching of these WSCPs by Fe(CN)64, in H2O was studied by comparison with a corresponding analogous trimer. The effects of aggregation on the fluorescence quenching may be two-edged in these cases. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 5778,5794, 2006 [source] Polystyrene-supported Palladium(II) Ethylenediamine Complex: A Recyclable Catalyst for the Syntheses of 2-Benzyl-imidazo[2,1- b][1,3]benzothiazoles by Sonogashira ReactionCHINESE JOURNAL OF CHEMISTRY, Issue 2 2009Mohammad BAKHERAD Abstract The polymer-supported palladium(II) ethylenediamine complex was used as a catalyst for the heterocyclization during Sonogashira reaction between a substituted phenyl iodide and 2-amino-3-(2-propynyl)-1,3-benzothiazolium bromide, which could readily be recovered from the reaction medium by a simple filtration, and reused without a significant loss in its activity. [source] Sulfonated N -Heterocyclic Carbenes for Pd-Catalyzed Sonogashira and Suzuki,Miyaura Coupling in Aqueous SolventsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010Sutapa Roy Abstract The reactions of the N,N, -diarylimidazolium and N,N, -diarylimidazolinium salts with chlorosulfonic acid result in the formation of the respective disulfonated N -heterocyclic carbene (NHC) precursors in reasonable yields (46,77%). Water-soluble palladium catalyst complexes, in situ obtained from the respective sulfonated imidazolinium salt, sodium tetrachloropalladate (Na2PdCl4) and potassium hydroxide (KOH) in water, were successfully applied in the copper-free Sonogashira coupling reaction in isopropyl alcohol/water mixtures using 0.2,mol% catalyst loading. The preformed (disulfonatedNHC)PdCl(cinnamyl) complex was used in aqueous Suzuki,Miyaura reactions at 0.1,mol% catalyst loading. The coupling protocol reported here is very useful for Sonogashira reactions of N - and S -heterocyclic aryl bromides and chlorides with aryl- and alkylacetylenes. [source] Hydroxypropyl-,-Cyclodextrin-Capped Palladium Nanoparticles: Active Scaffolds for Efficient Carbon-Carbon Bond Forming Cross-Couplings in WaterADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 14-15 2009Jaqueline Abstract A new approach for the preparation of palladium nanoparticles in water from a renewable source, 2-hydroxypropyl-,-cyclodextrin (,-HPCD), which acts both as a reductant and capping agent, is presented. The palladium nanoparticles were characterized by using dynamic light scattering (DLS), transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS), which revealed the formation of spherical particles in the size range of 2,7,nm. Further analysis by Fourier-transform infrared spectroscopy (FT-IR) and 1H,NMR did not show covalent bonds between cyclodextrins and palladium nanoparticles, suggesting that ,-HPCD is only physically adsorbed on the nanoparticle surface, presumably through hydrophobic interactions which limit the mutual coalescence of nanoclusters. The catalytic activity was tested in Suzuki, Heck and Sonogashira reactions in neat water, providing good yields and selectivities of coupling products under very low Pd loadings (0.5,0.01,mol%). Remarkably, the nanocatalyst showed significant stability hence the aqueous phase remained active for four subsequent runs. The combination of a binding site for substrates (the HPCD cavity) and a reactive centre (Pd core) provides a potential to explore functional catalysis in aqueous medium. [source] Three characteristic reactions of alkynes with metal compounds in organic synthesisAPPLIED ORGANOMETALLIC CHEMISTRY, Issue 3 2008Iwao Omae Abstract Alkynes have two sets of mutually orthogonal ,-bonds that are different from the ,-bonds of alkenes. These ,-bonds are able to bond with transition metal compounds. Alkynes easily bond with the various kinds of compounds having a ,-bond such as carbon monoxide, alkenes, other alkynes and nitriles in the presence of the transition metal compounds. The most representative reaction of alkynes is called the Pauson,Khand reaction. The Pauson,Khand reactions include the cyclization of alkynes with alkenes and carbon monoxide in the presence of cobalt carbonyls. Similar Pauson,Khand reactions also proceed in the presence of other transition metal compounds. These reactions are the first type of characteristic reaction of alkynes. Other various kinds of cyclizations with alkynes also proceed in the presence of the transition metal compounds. These reactions are the second type of characteristic reaction of alkynes. These include cyclooligomerizations and cycloadditions. The cyclooligomerizations include mainly cyclotrimerizations and cyclotetramerizations, and the cycloadditions are [2 + 2], [2 + 2 + 1], [2 + 2 + 2], [3 + 2], [4 + 2], etc., type cycloadditions. Alkynes are fairly reactive because of the high s character of their ,-bonds. Therefore, simple coupling reactions with alkynes also proceed besides the cyclizations. The coupling reactions are the third type of characteristic reactions of alkynes in the presence of, mainly, the transition metal compounds. These reactions include carbonylations, dioxycarbonylations, Sonogashira reactions, coupling reactions with aldehydes, ketones, alkynes, alkenes and allyl compounds. Copyright © 2008 John Wiley & Sons, Ltd. [source] Site-Specific Functionalization of Proteins by Organopalladium Reactions,CHEMBIOCHEM, Issue 2 2007Koichiro Kodama Abstract A new carbon,carbon bond has been regioselectively introduced into a target position (position 32 or 174) of the Ras protein by two types of organopalladium reactions (Mizoroki,Heck and Sonogashira reactions). Reaction conditions were screened by using a model peptide, and the stability of the Ras protein under the reaction conditions was examined by using the wild-type Ras protein. Finally, the iF,Ras proteins containing a 4-iodo- L -phenylalanine residue were subjected to organopalladium reactions with vinylated or propargylated biotin. Site-specific biotinylations of the Ras protein were confirmed by Western blot and LC-MS/MS. [source] Improved Palladium-Catalyzed Sonogashira Coupling Reactions of Aryl ChloridesCHEMISTRY - A EUROPEAN JOURNAL, Issue 6 2009Christian Torborg Well matched: Novel palladium/heteroaryl-phosphines are introduced for Sonogashira reactions of aryl and heteroaryl chlorides including challenging substrates (see scheme). The desired coupling reactions proceed smoothly and tolerate various functional groups. [source] New calcineurin inhibiting 3-dimethylaminopropyl substituted diarylheterocycles by sonogashira reactions and catalytic hydrogenationJOURNAL OF HETEROCYCLIC CHEMISTRY, Issue 7 2005Lunxiang Yin A series of calcineurin inhibiting compounds 1 consisting of a central aromatic N-heterocycle, two aryl substituents and a 3-dimethylaminopropyl chain was synthesized by introduction of the side chain. A corresponding haloheterocycle 3 was transformed into a 3-dimethylaminopropynylheterocycle 2 by Sonogashira coupling and was in turn hydrogenated in the presence of Pd/C to afford the 3-dimethylaminopropyl-sub-stiuted heterocycles 1. Some of the products showed calcineurin inhibiting activity. [source] | |||||||||||||||||||||||||