TY - JOUR
T1 - [{Au(IPr)}2(μ-OH)]X complexes
T2 - Synthetic, structural and catalytic studies
AU - Ramón, Rubén S.
AU - Gaillard, Sylvain
AU - Poater, Albert
AU - Cavallo, Luigi
AU - Slawin, Alexandra M.Z.
AU - Nolan, Steven P.
PY - 2011/1/24
Y1 - 2011/1/24
N2 - The synthesis of a series of dinuclear gold hydroxide complexes has been achieved. These complexes of type [{Au(IPr)}2(Iμ-OH)]X (X=BF 4, NTf2, OTf, FABA, SbF6; IPr=2,6- bis(disopropylphenyl)imidazol-2-ylidene; NTf2= bis(trifluoromethanesulfonyl)imidate; OTf=trifluoromethanesulfonate; FABA=tetrakis(pentafluorophenyl)borate) are easily formed in the presence of water and prove highly efficient in the catalytic hydration of nitriles. Their facile formation in aqueous media suggests they are of relevance in gold-catalyzed reactions involving water. Additionally, a series of [Au(IPr)(NCR)][BF4] (R=alkyl, aryl) complexes was synthesized as they possibly occur as intermediates in the catalytic reaction mechanism. 1H and 13C NMR data as well as key bond lengths obtained by X-ray diffraction studies are compared and reveal an interesting structure-activity relationship. The collected data indicate a negligible effect of the nature of the nitrile on the reactivity of [Au(L)(NCR)][X] complexes in catalysis.
AB - The synthesis of a series of dinuclear gold hydroxide complexes has been achieved. These complexes of type [{Au(IPr)}2(Iμ-OH)]X (X=BF 4, NTf2, OTf, FABA, SbF6; IPr=2,6- bis(disopropylphenyl)imidazol-2-ylidene; NTf2= bis(trifluoromethanesulfonyl)imidate; OTf=trifluoromethanesulfonate; FABA=tetrakis(pentafluorophenyl)borate) are easily formed in the presence of water and prove highly efficient in the catalytic hydration of nitriles. Their facile formation in aqueous media suggests they are of relevance in gold-catalyzed reactions involving water. Additionally, a series of [Au(IPr)(NCR)][BF4] (R=alkyl, aryl) complexes was synthesized as they possibly occur as intermediates in the catalytic reaction mechanism. 1H and 13C NMR data as well as key bond lengths obtained by X-ray diffraction studies are compared and reveal an interesting structure-activity relationship. The collected data indicate a negligible effect of the nature of the nitrile on the reactivity of [Au(L)(NCR)][X] complexes in catalysis.
KW - N-heterocyclic carbenes
KW - gold
KW - homogeneous catalysis
KW - hydration
KW - nitriles
UR - http://www.scopus.com/inward/record.url?scp=78751629119&partnerID=8YFLogxK
U2 - 10.1002/chem.201002607
DO - 10.1002/chem.201002607
M3 - Article
C2 - 21243690
AN - SCOPUS:78751629119
SN - 0947-6539
VL - 17
SP - 1238
EP - 1246
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 4
ER -