0000000000679090

AUTHOR

Aini Vuorinen

0000-0001-5815-6962

showing 4 related works from this author

Cross-Dehydrogenative Couplings between Indoles and beta-Keto Esters: Ligand-Assisted Ligand Tautomerization and Dehydrogenation via a Proton-Assiste…

2014

Cross-dehydrogenative coupling reactions between β-ketoesters and electron-rich arenes, such as indoles, proceed with high regiochemical fidelity with a range of β-ketoesters and indoles. The mechanism of the reaction between a prototypical β-ketoester, ethyl 2-oxocyclopentanonecarboxylate, and N-methylindole has been studied experimentally by monitoring the temporal course of the reaction by (1)H NMR, kinetic isotope effect studies, and control experiments. DFT calculations have been carried out using a dispersion-corrected range-separated hybrid functional (ωB97X-D) to explore the basic elementary steps of the catalytic cycle. The experimental results indicate that the reaction proceeds v…

Indole testLigandGeneral ChemistryPhotochemistryBiochemistryTautomerCombinatorial chemistryCatalysisCoupling reactionchemistry.chemical_compoundElectron transferColloid and Surface ChemistrychemistryCatalytic cycleDehydrogenationEnoneta116Journal of the American Chemical Society
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ChemInform Abstract: Cross-Dehydrogenative Couplings Between Indoles and β-Keto Esters: Ligand-Assisted Ligand Tautomerization and Dehydrogenation vi…

2014

Cross-dehydrogenative coupling reactions between β-ketoesters and electron-rich arenes, such as indoles, proceed with high regiochemical fidelity with a range of β-ketoesters and indoles. The mechanism of the reaction between a prototypical β-ketoester, ethyl 2-oxocyclopentanonecarboxylate, and N-methylindole has been studied experimentally by monitoring the temporal course of the reaction by (1)H NMR, kinetic isotope effect studies, and control experiments. DFT calculations have been carried out using a dispersion-corrected range-separated hybrid functional (ωB97X-D) to explore the basic elementary steps of the catalytic cycle. The experimental results indicate that the reaction proceeds v…

Indole testElectron transferchemistry.chemical_compoundchemistryCatalytic cycleLigandDehydrogenationGeneral MedicineCombinatorial chemistryTautomerEnoneCoupling reactionChemInform
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CCDC 1003178: Experimental Crystal Structure Determination

2014

Related Article: Mikko V. Leskinen , Ádám Madarász , Kai-Tai Yip , Aini Vuorinen , Imre Pápai , Antti J. Neuvonen , and Petri M. Pihko|2014|J.Am.Chem.Soc.|136|6453|doi:10.1021/ja501681y

Space GroupCrystallography5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl 2-(1-methyl-1H-indol-3-yl)-5-oxocyclopentanecarboxylateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1003179: Experimental Crystal Structure Determination

2014

Related Article: Mikko V. Leskinen , Ádám Madarász , Kai-Tai Yip , Aini Vuorinen , Imre Pápai , Antti J. Neuvonen , and Petri M. Pihko|2014|J.Am.Chem.Soc.|136|6453|doi:10.1021/ja501681y

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(1-(ethoxycarbonyl)-2-((23-eta)-1-methyl-1H-indol-3-yl)-5-oxocyclopentyl)-bis(mu-trifluoroacetato)-di-palladiumExperimental 3D Coordinates
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