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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.