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RESEARCH PRODUCT

An Unprecedented Iridium(III) Catalyst for Stereoselective Dimerisation of Terminal Alkynes

Marco CiclosiFrancisco EstevanJulia Pérez-prietoVincenzo PassarelliVincenzo PassarelliMercedes SanaúPascual Lahuerta

subject

TrisHydridechemistry.chemical_elementGeneral ChemistryChlorideMedicinal chemistryCatalysischemistry.chemical_compoundchemistryPhenylacetylenePyridinemedicineOrganic chemistryStereoselectivityIridiummedicine.drug

description

A novel iridium(III) hydride complex, IrHCl(TIMP 3 ) {HTIMP 3 = tris[1-(diphenylphosphino)-3-methyl-lH-indol-2-yl]methane) was prepared and fully characterized in both the solid state and in solution. Chloride abstraction by silver cations provides a more reactive compound, [IrH-(TIMP 3 )][BF 4 ], which can react with pyridine (py) and phenylacetylene to yield the complexes [IrH-(TIMP 3 )(py)][BF 4 ] and [Ir(PhCH=C-CH=CHPh)-(TIMP 3 )][BF 4 ], respectively. Interestingly, IrH-(TIMP 3 )(py)][BF 4 ] efficiently catalyses the stereoselective dimerisation of model terminal alkynes to the 1,4-disubstituted (E)-but-1-en-3-yne only.

https://doi.org/10.1002/adsc.200700406