40470-56-2Relevant academic research and scientific papers
Stable, Yet Highly Reactive Nonclassical Iron(II) Polyhydride Pincer Complexes: Z-Selective Dimerization and Hydroboration of Terminal Alkynes
Gorgas, Nikolaus,Alves, Luis G.,St?ger, Berthold,Martins, Ana M.,Veiros, Luis F.,Kirchner, Karl
supporting information, p. 8130 - 8133 (2017/06/27)
The synthesis, characterization, and catalytic activity of nonclassical iron(II) polyhydride complexes containing tridentate PNP pincer-type ligands is described. These compounds of the general formula [Fe(PNP)(H)2(η2-H2)]
Ligand mediated iron catalyzed dimerization of terminal aryl alkynes: Scope and limitations
Midya, Ganesh Chandra,Parasar, Bibudha,Dhara, Kalyan,Dash, Jyotirmayee
, p. 1812 - 1822 (2014/03/21)
Regioselective dimerization of terminal aryl alkynes to produce conjugated enynes has been achieved using FeCl3 and KOtBu in the presence of either DMEDA or dppe. The reaction proceeds smoothly in toluene at 145°C for 2 h to give the corresponding head-to-head dimers in good to excellent yields (54 to 99%) with high E-selectivity (67:33 to 83:17 E/Z). Both strongly electron-donating and electron-withdrawing groups are compatible with this procedure. The bidentate phosphine (dppe) ligand exhibits better catalytic activity than the bidentate amine (DMEDA). The aliphatic acetylene fails to react under this catalytic system which suggests that potassium tertiary butoxide activates the conjugated system of aryl acetylene through cation-pi interaction and pi-pi interaction. A radical inhibitor (galvinoxyl or TEMPO) completely suppresses the reaction. Employing FeCl2 as a catalyst instead of FeCl3, only phenyl acetylene afforded the corresponding head to head dimer in good yield. Mechanistic pathways for both FeCl3 catalyzed dimerization of aryl alkynes and FeCl2 catalyzed dimerization of phenyl acetylene have been proposed.
Microwave-assisted palladium-catalyzed highly regio- and stereoselective head to head dimerization of terminal aryl alkynes in water
Buxaderas, Eduardo,Alonso, Diego A.,Njera, Carmen
, p. 46508 - 46512 (2014/12/10)
A highly regio- and stereoselective oxime palladacycle/imidazolinium-catalyzed head to head dimerization of terminal aryl alkynes in water is presented. The reaction, which is carried out at 130 °C under microwave irradiation in the presence of 1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride as ligand, triethylamine as base, and TBAB as surfactant, allows the synthesis of (E)-1,4-enynes as single stereoisomers in good isolated yields.
Hydrido-cobalt catalyst as a selective tool for the dimerisation of arylacetylenes: Scope and theoretical studies
Ventre, Sandrine,Derat, Etienne,Amatore, Muriel,Aubert, Corinne,Petit, Marc
supporting information, p. 2584 - 2590 (2013/10/21)
A simple hydrido-cobalt complex efficiently catalyses the highly regio- and stereoselective dimerisation of various terminal arylacetylenes under mild conditions. The corresponding (E)-1,4-enynes are obtained as sole isomers with good to excellent yields. DFT calculations revealed that the reaction proceeds via a C-H activation/hydrocobaltation pathway. Copyright
Rh- and Ru-complex-catalyzed dimerization of arylethynes Rylethynes in aqueous environment
Novak, Petr,Kotora, Martin
experimental part, p. 433 - 442 (2009/07/17)
Complexes [RhCl(PPh3)3] and [Ru(CHPh)Cl 2(PCy3)2] efficiently catalyzed the dimerization of arylethynes to the corresponding 1,4-substituted enynes in aqueous environment in the presence of sodium dodecyl sulfate. The Rh catalyst exhibited almost exclusive preference for the formation of ￡-isomers, the Ru one exhibits strong preference for the formation of Z-isomers.
