L–Au–X [L = 1,3-bis(2,6-di-isopropylphenyl)-imidazol-2-ylidene {NHCiPr}, tris(3,5-bis(trifluoromethyl)phenyl)phosphine {PArF}, bis(imino)acenaphtene-1,3-bis(2,6-di-isopropylphenyl)dihydroimidazol-2-ylidene {BIAN}, 1,3-bis(2,6-di-isopropyl-phenyl)dihydroimidazol-2-ylidene {NHCCH2}, bis(tert-butylamino)methylidene {NAC}, 2-(di-tert-butylphosphino)biphenyl {JohnPhos}, tricyclohexylphosphine {PCy3}, triphenylphosphine {PPh3}, tris(2,4-di-tert-butylphenyl)phosphite {POR3}; X– = Cl–, OTf–, OTs–] catalysts were tested in… Click to show full abstract
L–Au–X [L = 1,3-bis(2,6-di-isopropylphenyl)-imidazol-2-ylidene {NHCiPr}, tris(3,5-bis(trifluoromethyl)phenyl)phosphine {PArF}, bis(imino)acenaphtene-1,3-bis(2,6-di-isopropylphenyl)dihydroimidazol-2-ylidene {BIAN}, 1,3-bis(2,6-di-isopropyl-phenyl)dihydroimidazol-2-ylidene {NHCCH2}, bis(tert-butylamino)methylidene {NAC}, 2-(di-tert-butylphosphino)biphenyl {JohnPhos}, tricyclohexylphosphine {PCy3}, triphenylphosphine {PPh3}, tris(2,4-di-tert-butylphenyl)phosphite {POR3}; X– = Cl–, OTf–, OTs–] catalysts were tested in the hydration of alkynes in neat and acid-free conditions. The overall catalytic evidence confirms that not only the counterion as previously observed by us but also the ligand play a crucial role. As a matter of fact, only complexes bearing NHC ligands showed appreciable catalytic activity. A complete rationalization of the ligand and counterion effects enabled us to develop a highly efficient methodology for the hydration of inactive diphenylacetylene in solvent-, silver-, and acid-free condit...
               
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