Heck reactions of iodobenzene and methyl acrylate with conventional supported palladium catalysts in the presence of organic and/and inorganic bases without ligands.
Zhao, Fengyu et al.
Chemistry?A European Journal , 6(5), 843-848 (2000)
Chemical communications (Cambridge, England), 47(6), 1803-1805 (2010-12-07)
Palladium nano-crystals increase in size during the initial recycling in Heck cross coupling reactions. We demonstrate that oxygen adsorbed on the surface of palladium nano-crystals plays a pivotal role in driving the ripening. This in turn is associated with a
Ring-Opening 1, 3-Dichlorination of Donor-Acceptor Cyclopropanes by Iodobenzene Dichloride.
Journal of molecular graphics & modelling, 38, 31-39 (2012-10-23)
The solvent effect on the I⋯O halogen bonding in complexes of iodobenzene derivatives with formaldehyde has been investigated by systematically varying the substituents on the iodobenzene ring. Calculations have been performed at MP2 and DFT levels of theory, using the
The Journal of organic chemistry, 78(2), 728-732 (2012-12-12)
A metal-free method for the direct regioselective fluorination of anilides has been developed. In the presence of bis(tert-butylcarbonyloxy)iodobenzene (PhI(OPiv)(2)) and hydrogen fluoride-pyridine, the para-fluorination products of anilides were obtained in moderate to good yields. Because of its operational safety and
Journal of the American Chemical Society, 132(35), 12246-12248 (2010-08-19)
XPS, TEM, and reaction studies were used to examine the catalytic behavior of gold species deposited on lanthana toward the cross-coupling of phenylacetylene and iodobenzene. Atomically dispersed Au(I) and Au(III) were catalytically inert, whereas metallic Au(0) nanoparticles were both active
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 82(1), 332-339 (2011-08-06)
In this work, the experimental and theoretical vibrational spectra of P-Iodobenzene sulfonyl chloride (P-IBSC) were studied. P-IBSC and its derivatives present in many biologically active compounds. Because of their spectroscopic properties and chemical significance in particular, sulfonyl chloride and its
The Journal of organic chemistry, 75(8), 2556-2563 (2010-03-23)
Palladium-catalyzed reductive homocoupling of aromatic halides can be performed in alcohol solutions without any auxiliary reducing reagents. Pd(dppf)Cl(2) [dppf = 1,1'-bis(diphenylphosphino)ferrocene] has been shown as the most effective catalyst among the palladium catalysts screened for the model reductive homocoupling of
Journal of medicinal chemistry, 48(9), 3269-3279 (2005-04-29)
Growing interest in the use of both the logarithm of the partition coefficient of the neutral species in the alkane/water system (log P(N)(alk)) and the difference between log P(N)(oct) (the logarithm of the partition coefficient of the neutral species in
Journal of the American Chemical Society, 132(17), 6205-6213 (2010-04-15)
Computational investigations of ligand-directed selectivities in Ullmann-type coupling reactions of methanol and methylamine with iodobenzene by beta-diketone- and 1,10-phenanthroline-ligated Cu(I) complexes are reported. Density functional theory calculations using several functionals were performed on both the nucleophile formation and aryl halide
The Journal of organic chemistry, 74(16), 5810-5821 (2009-07-28)
Pd/Cu-mediated direct arylation of 2'-deoxyadenosine with various aryl iodides provides 8-arylated 2'-deoxyadenosine derivatives in good yields. Following significant reaction optimization, it has been determined that a substoichiometric quantity of piperidine (secondary amine) in combination with cesium carbonate is necessary for
An approach to the synthesis of the tetrahydropyrroloiminoquinone alkaloids has been developed and applied to the preparation of N-1-beta-D-ribofuranosyltetrahydropyrroloiminoquinones. The strategy utilizes oxidative cyclization of aryl-methoxyamides by hypervalent iodine to construct the quinoline framework shared by members of this alkaloid
Iodobenzene dichloride as a stoichiometric oxidant for the conversion of alcohols into carbonyl compounds; two facile methods for its preparation.
Precious metals supported on ferrimagnetic particles have a diverse range of uses in catalysis. However, fabrication using synthetic methods results in potentially high environmental and economic costs. Here we show a novel biotechnological route for the synthesis of a heterogeneous
The Journal of organic chemistry, 77(23), 10648-10654 (2012-11-08)
Oxidative difunctionalization of 2-amino-4H-pyrans was accomplished with iodobenzene diacetate (IBD) and N-chlorosuccinimide (NCS) reagents in alcoholic medium. 2-Amino-4H-pyrans undergo geminal dialkoxylation with the migration of an amino group (1a,b, 2a-i, 3a,b, and 4) in IBD, whereas with NCS addition of
This paper reports a QSAR study for predicting the complexation of a large and heterogeneous variety of substances (233 organic compounds) with beta-cyclodextrins (beta-CDs). Several different theoretical molecular descriptors, calculated solely from the molecular structure of the compounds under investigation
Chemical communications (Cambridge, England), 47(10), 2835-2837 (2011-01-25)
Novel p-iodobenzoate-based labelling reagents are shown to be effective photocaged precursors for synthesizing biomolecular radicals site-selectively in the gaseous and condensed phases. In vacuo, a single pulse of UV photons (266 nm) is sufficient to quantitatively photolyse the C-I bond.
Chemical communications (Cambridge, England), 46(39), 7439-7441 (2010-09-11)
Dibenzo[a,c]cyclooctatetraenes were selectively generated in good yields from the palladium-catalyzed [4+4] cyclic homocoupling of borylvinyl iodobenzene derivatives, which were prepared via the selective Suzuki-Miyaura cross-coupling of the gem-diboryl reagents with iodo compounds.
A triple-aldol cascade reaction for the rapid assembly of polyketides.
Brian J Albert et al.
Angewandte Chemie (International ed. in English), 49(15), 2747-2749 (2010-03-17)
Size effects of PVP- Pd nanoparticles on the catalytic Suzuki reactions in aqueous solution.
Li, Yin et al.
Langmuir, 18(12), 4921-4925 (2002)
Catalysis by gold (I) and gold (III): a parallelism between homo-and heterogeneous catalysts for copper-free Sonogashira cross-coupling reactions.
Gonzalez-Arellano, Camino et al.
Angewandte Chemie (International Edition in English), 46(9), 1536-1538 (2007)
European journal of medicinal chemistry, 43(4), 714-740 (2007-07-17)
Simplified molecular input line entry system (SMILES) has been utilized in constructing quantitative structure-property relationships (QSPR) for octanol/water partition coefficient of vitamins and organic compounds of different classes by optimal descriptors. Statistical characteristics of the best model (vitamins) are the
Cyclopropylmethyl palladium species can be accessed by Pd-catalyzed reaction of either cyclopropyl N-tosylhydrazone with halide or N-tosylhydrazone with cyclopropyl halide. In both approaches migratory insertion of Pd carbene is the key process. These transformations constitute new approaches toward 1,3-butadiene derivatives.
Palladium catalysts containing Pd(II) supported on Al2O3 and alumina-based mixed oxides, Al2O3-ZrO2, Al2O3-CeO2, and Al2O3-Fe2O3, are very effective in the Heck coupling of iodobenzene with cyclohexene in DMF solution. The best results, up to 81% of monoarylated products with a
Copper-mediated trifluoromethylation of heteroaromatic compounds by trifluoromethyl sulfonium salts.
Cheng-Pan Zhang et al.
Angewandte Chemie (International ed. in English), 50(8), 1896-1900 (2011-02-18)
N-arylation of imidazoles with aryl halides catalyzed by a combination of copper(II) sulfate and 1,2-bis(2-pyridyl)-ethane-N,N'-dioxide in water afforded up to 95% yield.
The oxidative C-H amination of N"-aryl-N'-tosyl/N'-methylsulfonylamidines and N,N'-bis(aryl)amidines has been accomplished using iodobenzene as a catalyst to furnish 1,2-disubstituted benzimidazoles in the presence of mCPBA as a terminal oxidant at room temperature. The reaction is general, and the target products
A universal approach to the synthesis of noble metal nanodendrites and their catalytic properties.
Ashok Mohanty et al.
Angewandte Chemie (International ed. in English), 49(29), 4962-4966 (2010-06-12)
Science (New York, N.Y.), 337(6100), 1322-1325 (2012-09-18)
Despite the growing importance of fluorinated organic compounds in drug development, there are no direct protocols for the fluorination of aliphatic C-H bonds using conveniently handled fluoride salts. We have discovered that a manganese porphyrin complex catalyzes alkyl fluorination by