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

Ciclosi Marco | Zendy; Estevan Francisco | Zendy; Lahuerta Pascual | Zendy; Passarelli Vincenzo | Zendy; PérezPrieto Julia | Zendy; Sanaú Mercedes | Zendy

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

Author(s) -

Ciclosi Marco,

Estevan Francisco,

Lahuerta Pascual,

Passarelli Vincenzo,

PérezPrieto Julia,

Sanaú Mercedes

Publication year - 2008

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200700406

Subject(s) - iridium , chemistry , phenylacetylene , stereoselectivity , catalysis , hydride , medicinal chemistry , yield (engineering) , pyridine , tetra , stereochemistry , organic chemistry , hydrogen , materials science , metallurgy

A novel iridium(III) hydride complex, IrHCl(TIMP 3 ) {HTIMP 3 =tris[1‐(diphenylphosphino)‐3‐methyl‐1 H ‐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(PhCHCCHCHPh)(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.

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