Syntheses and X-ray crystal structures of cationic, two-coordinate gold(I) pi-alkene complexes that contain a sterically hindered o-biphenylphosphine ligand.

@article{Brown2009SynthesesAX,
  title={Syntheses and X-ray crystal structures of cationic, two-coordinate gold(I) pi-alkene complexes that contain a sterically hindered o-biphenylphosphine ligand.},
  author={Timothy J. Brown and Marina G. Dickens and Ross A. Widenhoefer},
  journal={Chemical communications},
  year={2009},
  volume={42},
  pages={
          6451-3
        }
}
A number of cationic gold pi-alkene complexes of the form {[P(t-Bu)(2)o-biphenyl]Au(pi-alkene)}(+)SbF(6)(-) were isolated and three were analyzed by X-ray crystallography. 
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References

SHOWING 1-10 OF 51 REFERENCES
Synthesis and structural characterisation of stable cationic gold(I) alkene complexes.
Treatment of [AuCl(PBu(t)(3))] with AgSbF(6) in CH(2)Cl(2) at room temperature in the presence of the alkenes norbornene, norbornadiene, trans-cyclooctene, and also interestingly, isobutylene, leads…
Syntheses, X-ray crystal structures, and solution behavior of monomeric, cationic, two-coordinate gold(I) pi-alkene complexes.
TLDR
Spectroscopy, X-ray crystallography, and alkene binding studies were in accord with a gold-(pi-alkene) interaction dominated by sigma-donation from the alkene to gold.
Gold(I) chloride coordinated 3-hexyne.
A linear gold(I) complex featuring a simple, unstrained alkyne has been synthesized using AuCl and 3-hexyne and characterized using X-ray crystallography. Density functional theory calculations show…
Ligand-controlled access to [4 + 2] and [4 + 3] cycloadditions in gold-catalyzed reactions of allene-dienes.
By adjustment of the electronic properties of the ancilliary ligands, high selectivity can be achieved for either [4 + 2] or [4 + 3] cycloaddition reactions of allene-dienes catalyzed by gold(I).…
Intramolecular [4 + 2] cycloadditions of 1,3-enynes or arylalkynes with alkenes with highly reactive cationic phosphine Au(I) complexes.
New Au(I) complexes with bulky, biphenyl phosphines are the most reactive catalysts for the cyclizations of enynes. 1,6-Enynes with an aryl ring at the alkyne give…
Mechanistic surprises in the gold(I)-catalyzed intramolecular hydroarylation of allenes.
TLDR
Support for these intermediates is mainly based on gold(I) organometallic chemistry, though computational studies and the isolation of proposed catalytic intermediates have been reported.
Synthesis and structural characterization of isolable phosphine coinage metal π-complexes
The chemical community has recently witnessed a dramatic increase in the application of cationic gold(I)-phosphine complexes as homogeneous catalysts for organic synthesis. The majority of…
Linear free energy relationship in substituted styrene complexes of platinum(II) containing the η3-methylallyl ligand
Gold(I)-catalyzed intramolecular hydroamination of unactivated C==C bonds with alkyl ammonium salts.
TLDR
A mixture of (5)AuCl and AgOTf catalyzes the intramolecular hydroamination of unactivated C==C bonds with primary and secondary ammonium salts.
Room temperature hydroamination of N-alkenyl ureas catalyzed by a gold(i) N-heterocyclic carbene complex.
TLDR
Treatment of an N-4-pentenyl or N-5-hexenyl urea with a catalytic 1:1 mixture of a gold(I) N,N-diaryl imidazol-2-ylidine complex and AgOTf leads to intramolecular exo-hydroamination to form the corresponding nitrogen heterocycle in excellent yield.
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