Organoindate room temperature ionic liquid: Synthesis, physicochemical properties and application

The combination of equimolar amounts of solid 1-n-butyl-3-methylimidazolum chloride (BMI-Cl) with solid indium trichloride affords the new room temperature and air stable ionic liquid BMI.InCl4 (mp -6 degreesC). The major physicochemical properties (density, viscosity, electrical conductivity and electrochemical window) of BMI.InCl4 are complementary to those of classical tetrafluoroborate or hexafluorophosphate analogues. However, this liquid possesses similar Lewis acidity properties to those of organoaluminate melts and can be used as recyclable media, as demonstrated here for the tetrahydropyranylation of alcohols.81155115

Selective and Efficient Mitochondrial Staining with Designed 2,1,3-Benzothiadiazole Derivatives as Live Cell Fluorescence Imaging Probes

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Novel designed 2,1,3-benzothiadiazole fluorescent probes were synthesized, characterized and applied as live cell fluorescence imaging probe staining only mitochondria in mammalian cancer cell lines (MCF-7). The efficiency of these new probes was found to be much superior to that of the commercially available MitoTracker (R) Red. Cellular and in vitro experiments allowed better understanding of the relationship between the planned molecular architecture of the new dyes and the observed cellular selectivity.234770781Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundacao de Apoio a Pesquisa do Distrito Federal (FAPDF)INCT-CatalysisBrasilia Fundacao de Empreendimentos Cientificos e Tecnologicos (Finatec)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)PetrobrasDPP-UnBQuiCSI TeamLMC (IQ-UnB)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP

On the species involved in the vaporization of imidazolium ionic liquids in a steam-distillation-like process

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Iron Complex with Ionic Tag-Catalyzed Olefin Reduction under Oxidative Conditions-A Different Reaction for Iron

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)An iron(III) complex with ionic tags was applied to the reduction of alkenes in imidazolium-based ionic liquids (ILs) under oxidative conditions. The catalyst is very efficient to promote reactions of biomass derivatives. At least ten recycling reactions were performed without any loss of catalytic activity. Some important mechanistic insights for this new reaction are also provided based mostly on electrospray ionization quadrupole-time of flight mass spectrometry (ESI-QTOF-MS).51223832389Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)FAPDFDPP-UnBFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)INCT-CatalysisCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP

Addition of activated olefins to cyclic N-acyliminium ions in ionic liquids

Organoindate(III) ionic liquid ((BMIInCl4)-In-.) was successfully employed in the nucleophilic addition of allyltrimethylsilane, silyl enol ethers and ketene silyl acetals to in situ generated cyclic N-acyliminium ions at room temperature without the need of an external Lewis acid. The corresponding alpha-substituted heterocycles were obtained in good yields and the recovered ionic liquid phase could be reused at least three times. (c) 2006 Elsevier Ltd. All rights reserved.47101669167

Intermolecular hydroamination and hydroarylation reactions of alkenes in ionic liquids

Intermolecular hydroamination or hydroarylation reactions of norbornene and cyclohexadiene performed with catalytic amounts of Bronsted or Lewis acid in ionic liquids were found to provide higher selectivity and yields than those performed in classical organic solvents. The ionic liquid increases the acidity of the media and stabilizes ionic intermediates through the formation of supramolecular aggregates. (c) 2006 Elsevier Ltd. All rights reserved.47386775677

1-n-Butyl-3-methylimidazolium tetrachloro-indate (BMI center dot InCl(4)) as a media for the synthesis of biodiesel from vegetable oils

The complex [Sn(3-hydroxy-2-methyl-4-pyrone)(2)(H(2)O)(2)] immobilized in 1-n-butyl-3-methylimidazolium tetrachloro-indate (BMI.InCl(4)) ionic liquid forms an effective biphasic catalytic system for the production of biodiesel from the alcoholysis of soybean oil. ESI-MS experiments during the transesterification reaction indicate that the reaction may proceed through the formation of a cationic species formed through the substitution of one pyrone ligand by one alcohol molecule, followed by coordination of the carboxylate compound to tin. The adduct thus formed undergoes transesterification with liberation of the catalytic active species. (c) 2007 Elsevier Inc. All rights reserved.249215416

Vapors from Ionic Liquids: Reconciling Simulations with Mass Spectrometric Data

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)The species involved in the distillation of aprotic ionic liquids are discussed in light of recent simulations and mass spectrometric data obtained by various techniques. New mass spectrometric data collected via laser-induced acoustic desorption and the thermal desorption of ionic liquids are also presented as well as additional DFT calculations. The available evidence of theoretical simulations and mass spectrometric data suggests that the distillation of ionic liquids occurs mainly via neutral ion pairs of composition C(n)A(n) [C+ = cation and A(-) = anion], followed by gas-phase dissociation to lower order ion pairs and then dissociation of hot CA to C+ and A(-), followed by ion/molecule association events to give [C(n)A(n-1)](+) or [C(n-1)A(n)](+) ions to a degree that depends on the amount of internal energy deposited into the neutral C(n)A(n) clusters upon evaporation.32334353441Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)FAPDFLNLSNSF [CHE 0848650]Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)NSF [CHE 0848650

Condensed, solution and gas phase behaviour of mono- and dinuclear 2,6-diacetylpyridine (dap) hydrazone copper complexes probed by X-ray, mass spectrometry and theoretical calculations

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)We describe the synthesis of novel mononuclear and dinuclear copper complexes and an investigation of their behaviour in solution using mass spectrometry (ESI-MS and ESI-MS/MS) and in the solid state using X-ray crystallography. The complexes were synthesized from two widely used diacetylpryridine (dap) ligands, i.e. 2,6-diacetylpyridinebis(benzoic acid hydrazone) and 2,6-diacetylpyridinebis(2-aminobenzoic acid hydrazone). Theoretical calculations (DFT) were used to predict the complex geometries of these new structures, their equilibrium in solution and energies associated with the transformations.o TEXTO COMPLETO DESTE ARTIGO, ESTARÁ DISPONÍVEL À PARTIR DE AGOSTO DE 2015.42321149711506Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)FINATECFAPDFFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)PetrobrasDPP-UnBINCT-CatalysisCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP

Catalytic Aminolysis (Amide Formation) from Esters and Carboxylic Acids: Mechanism, Enhanced Ionic Liquid Effect, and its Origin

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)This paper describes the use of imidazolium-based ionic liquids {1-n-butyl-3-methylimidazolium tetrafluoroborate [BMI-BF4], 1-n-butyl-3-methylimidazolium hexafluorophosphate [BMI-PF6], and 1-n-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide [BMI-NTf2]} as efficient supports for Lewis and Bronsted acids ,which are promoters of the aminolysis of some esters, fatty acids, and fatty acid esters (among others) to form amide derivatives. Some esters and carboxylic acids were tested to demonstrate the generality of the methodology, and the corresponding amides were obtained in high yields. Recycling reactions (at least eight reuses) without a notable loss in activity could be performed by using CdO and SnCl2 as catalysts in BMI-NTf2 as the ionic medium. Bronsted acids, such as H2SO4 and HCl, were also tested with impressive results; however, it was not possible to perform recycling reactions because of catalyst leaching. The same was true when using BF3 center dot OEt2 as the catalyst. Mechanistic insights and the ionic-liquid effect were investigated by using 13C{1H} NMR spectroscopy, which showed that there is a strong interaction of the imidazolium cation with the C=O and C=C bonds of methyl oleate, most likely through C-H...pi interactions, pi-stacking interactions, and ion-pair formation in the presence of a metal catalyst. Electrospray ionizationquadrupole time-of-flight experiments allowed a better understanding of the reaction mechanism. The results could explain the enhanced ionic-liquid effect on the stabilization of the formed intermediates, which facilitated the amide bond formation.31219111920Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)FINEPFINATECFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)FAPDFCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP