770748-07-7

Upstream product

• 14243-64-2 (triphenylphosphine)gold(I) chloride 
• 26042-64-8 silver hexafluoroantimonate 
• 24228-71-5 (4-fluorophenyl)(triphenylphosphine)gold(I) 
• 14243-64-2 triphenylphosphine gold(I)chloride 
• 14243-64-2 chlorotriphenylphosphinegold(I) 

Downstream Products

• 1246618-24-5 [Ph(C₅H₃N₃)MeAuPPh₃]SbF₆ 
• 1246618-28-9 [Ph₂(C₅H₃N₃)AuPPh₃]SbF₆ 

Relevant academic research and scientific papers

A diversity-oriented approach to spiroindolines: Post-ugi gold-catalyzed diastereoselective domino cyclization

Caught "Spiro" handed: A diversity-oriented approach comprised of an Ugi four-component reaction and a diastereoselective gold(I)-catalyzed domino cyclization for the generation of complex spiroindolines under mild conditions has been developed. Variously

Cyclization accompanied with 1,2-phenyl migration in the protonation of ruthenium acetylide complex containing an allenyl group

Reaction of the ruthenium allenylidene complex [Ru]=C=C=CPh2 (1, [Ru] = Cp(PPh3)2Ru) with the propargylic Grignard reagent R-C≡CCH2MgBr (R = CH3, CH2CH 3, Ph) yielded a mixture o

Pentannulation Reaction by Tandem Gold(I)-Catalyzed Propargyl Claisen Rearrangement/Nazarov Cyclization of Enynyl Vinyl Ethers

The tandem gold(I)-catalyzed propargyl Claisen rearrangement/Nazarov cyclization of propargyl vinyl ether derivatives, followed by in situ reduction of the resulting carbonyl group, provides functionalized cyclopentadienes fused with various N-hetero- and

Why can a gold salt react as a base?

This study shows that gold salts [(L)AuX] (L = PMe3, PPh3, JohnPhos, IPr; X = SbF6, PF6, BF4, TfO, Tf2N) act as bases in aqueous solutions and can transform acetone to digold acetonyl complexes [(L)2Au2(CH2COCH3)]+ without any additional base present in solution. The key step is the formation of digold hydroxide complexes [(L)2Au2(OH)]+. The kinetics of the formation of the digold complexes and their mutual transformation is studied by electrospray ionization mass spectrometry and the delayed reactant labelling method. We show that the formation of digold hydroxide is the essential first step towards the formation of the digold acetonyl complex, the reaction is favoured by more polar solvents, and the effect of counter ions is negligible. DFT calculations suggest that digold hydroxide and digold acetonyl complexes can exist in solution only due to the stabilization by the interaction with two gold atoms. The reaction between the digold hydroxide and acetone proceeds towards the dimer {[(L)Au(OH)]·[(L)Au(CH3COCH3)]+}. The monomeric units interact at the gold atoms in the perpendicular arrangement typical of the gold clusters bound by the aurophilic interaction. The hydrogen is transferred within the dimer and the reaction continues towards the digold acetonyl complex and water.

Photoinitiated oxidative addition of CF3I to gold(I) and facile aryl-CF3 reductive elimination

Herein we report the mechanism of oxidative addition of CF3I to Au(I), and remarkably fast Caryl-CF3 bond reductive elimination from Au(III) cations. CF3I undergoes a fast, formal oxidative addition to R3PAuR' (R = Cy, R' = 3,5-F2-C 6H4, 4-F-C6H4, C6H 5, 4-Me-C6H4, 4-MeO-C6H4, Me; R = Ph, R' = 4-F-C6H4, 4-Me-C6H 4). When R' = aryl, complexes of the type R3PAu(aryl) (CF3)I can be isolated and characterized. Mechanistic studies suggest that near-ultraviolet light (λmax = 313 nm) photoinitiates a radical chain reaction by exciting CF3I. Complexes supported by PPh3 undergo reversible phosphine dissociation at 110 °C to generate a three-coordinate intermediate that undergoes slow reductive elimination. These processes are quantitative and heavily favor C aryl-I reductive elimination over Caryl-CF3 reductive elimination. Silver-mediated halide abstraction from all complexes of the type R3PAu(aryl)(CF3)I results in quantitative formation of Ar-CF3 in less than 1 min at temperatures as low as -10 °C.

Alkyne/alkene/allene-induced disproportionation of cationic gold(i) catalyst

The first detailed experimental study of the deactivation of cationic gold was conducted, and the influence of each component in the reaction system (substrate, counterion, solvent) on the decay process was examined. It was found that a substrate (alkyne/allene/alkene)-induced disproportionation of gold(I) may play a key role in the decay process. Our mechanism is supported by kinetic, XPS, voltammetry studies, and high-resolution ESI-MS data. The first detailed experimental study of the deactivation of cationic gold was conducted, and the influence of each component in the reaction system (substrate, counterion, solvent) on the decay process was examined. It was found that a substrate (alkyne/allene/alkene)-induced disproportionation of gold(I) may play a key role in the decay process (see scheme; TFa=atrifluoromethanesulfonyl).

Entry to β-alkoxyacrylates via gold-catalyzed intermolecular coupling of alkynoates and allylic ethers

The first gold-catalyzed intermolecular coupling of alkynoates and allylic ethers invoking alkoxy addition and [3,3]-sigmatropic rearrangement as the key mechanism has been developed. Remarkably, the reaction showed complete chemoselectivity toward the pathway initiated by the alkoxy addition to alkynes. This unprecedented reactivity led to a new access to diversely substituted β-alkoxyacrylates in a highly efficient manner.

Diversity of products in the gold-catalyzed cyclization of 1-epoxy-1-alkynylcyclopropanes by using 1-oxyallyl cations

(Chemical Presented) A highly stereoselective AuCl3-catalyzed hydrative cyclization of 1-epoxy-1-alkynylcyclopropanes was observed for cis-epoxides. Since this cyclization produced 1-oxyallyl cations efficiently, we accomplished a two-step [4+2

Gold-catalyzed intermolecular addition of alcohols toward the allenic bond of 4-vinylidene-2-oxazolidinones

Gold catalyzed intermolecular addition of alcohols toward the proximal allenic double bond of 4-vinylidene-2-oxazolidinones gives hydroalkoxylation products, which can be easily converted into the corresponding novel spiro dihydrofuran or dihydropyran der