Journal of the American Chemical Society · 2004 · 54 citations · 34 references
Chemical EngineeringNovel OrganocatalystsEngineeringDerivative (Chemistry)PhysicsNatural SciencesChemical DerivativePropargyl BromideOrganic ChemistryPropargyl-allenylindium SystemExperimental ThermodynamicsChemistryQuantum ChemistryTransient OrganoindiumHeterocycle ChemistryChemical KineticsEnantioselective Synthesis
The transient organoindium intermediates formed in the reaction of propargyl bromide with indium in aqueous media and tetrahydrofuran were investigated by NMR spectroscopy and found to be allenylindium(I) and allenylindium(III) dibromide. The influence of solvent and methyl substitution on the propargyl-allenylindium system was also studied. The experimental observations were supported by theoretical calculations using the B3LYP/6-311+G* method.
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