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TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE, with the chemical formula Au(PPh3)(SO3CF3), is a gold complex that serves as a catalyst in a wide range of organic reactions. It is renowned for its high stability, efficiency in catalyzing carbon-carbon and carbon-heteroatom bond formation reactions, and its low toxicity. Additionally, it exhibits good solubility in various organic solvents, making it a valuable asset in the realm of organic synthesis.

156397-47-6

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156397-47-6 Usage

Uses

Used in Pharmaceutical Industry:
TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE is used as a catalyst for the synthesis of pharmaceuticals, facilitating the formation of essential carbon-carbon and carbon-heteroatom bonds in the production of various medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE is utilized as a catalyst for the synthesis of agrochemicals, enabling the creation of vital bonds in the development of crop protection agents and other agricultural products.
Used in Academic Research:
TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE is employed as a catalyst in academic research settings, where it aids in the development of new synthetic methodologies and the exploration of novel chemical reactions.
Used in Industrial Research:
This gold complex is also used in industrial research as a catalyst, where its versatile reactivity and mild reaction conditions contribute to the advancement of chemical processes and the optimization of manufacturing techniques.

Check Digit Verification of cas no

The CAS Registry Mumber 156397-47-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,6,3,9 and 7 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 156397-47:
(8*1)+(7*5)+(6*6)+(5*3)+(4*9)+(3*7)+(2*4)+(1*7)=166
166 % 10 = 6
So 156397-47-6 is a valid CAS Registry Number.

156397-47-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name gold(1+),trifluoromethanesulfonate,triphenylphosphane

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:156397-47-6 SDS

156397-47-6Relevant academic research and scientific papers

Synthesis and reactivity of bis(diphenylphosphino)amine-bridged heterobimetallic iron-platinum μ-isonitrile and μ-aminocarbyne complexes Dedicated to Prof. Jacques Amaudrut on the occasion of his 75th birthday.

Knorr, Michael,Jourdain, Isabelle,Mohamed, Ahmed Said,Khatyr, Abderrahim,Koller, Stephan G.,Strohmann, Carsten

, p. 70 - 85 (2015)

Reaction of [(OC)3Fe(μ-CO)(μ-dppa)Pt(PPh3)] (1) (dppa = bis(diphenylphosphino)amine) with various isonitriles in a 1:1 or 1:2 ratio yields the isonitrile-bridged compounds [(OC)3Fe(μ-CN-R)(μ-dppa)Pt(PPh3)] (2) a

In Situ Formation of PBiP Ligands upon Complexation of a Mixed Phosphane/Bismuthane with Group 11 Metal Ions

Materne, Karolin,Hoof, Santina,Frank, Nicolas,Herwig, Christian,Limberg, Christian

, p. 4891 - 4895 (2017)

The behavior of a xanthene derivative with one bismuthane and one phosphane function, Xan(PPh2)(BiPh2), as a ligand toward group 11 metal cations was investigated. It was found that contact with [Cu(MeCN)4]OTf, AgOTf, [Au(PPh3)OTf], in all three cases leads to a transformation of Xan(PPh2)(BiPh2) into a tridentate PBiP system, where a BiPh unit connects two phosphinoxanthyl moieties. In the resulting compounds, [PhBi(Xan(PPh2))2Cu]OTf, 1, [PhBi(Xan(PPh2))2Ag]OTf, 2, and [PhBi(Xan(PPh2))2AuPPh3]OTf, 3, the metal cations are coordinated tetrahedrally by two phosphane donors, one bismuthane donor and a fourth ligand, corresponding to OTf- in case of 1 and 2, or PPh3 in the case of 3. DFT calculations in combination with NBO analysis showed that the bismuth atoms in these PBiP ligands act as σ-donors. 3 thus corresponds to the first known AuI ← BiIII complex.

A Highly Efficient Gold(I)-Catalyzed Mukaiyama-Mannich Reaction of α-Amino Sulfones with Fluorinated Silyl Enol Ethers to Give β-Amino α-Fluorinated Ketones

Hu, Xiao-Si,Du, Yi,Yu, Jin-Sheng,Liao, Fu-Min,Ding, Pei-Gang,Zhou, Jian

, p. 2194 - 2198 (2017)

Ph 3 PAuOTf was identified as a powerful catalyst for the Mukaiyama-Mannich reaction of fluorinated silyl enol ethers with α-amino sulfones. This provides ready access to β-amino α-fluorinated ketones in good to excellent yields.

Empirical Estimation of the Molecular Weight of Gold Complexes in Solution by Pulsed-Field Gradient NMR

Hamdoun, Ghanem,Bour, Christophe,Gandon, Vincent,Dumez, Jean-Nicolas

, p. 4692 - 4698 (2018)

Homogenous gold catalysis has emerged as a powerful tool in organic synthesis, but many mechanistic questions in that area remain unanswered. The ability of diffusion-ordered NMR spectroscopy (DOSY) to investigate interactions between substrates, to study

Cationic Au(I) complexes with aryl-benzothiazoles and their antibacterial activity

Stenger-Smith, Jenny,Chakraborty, Indranil,Mascharak, Pradip K.

, p. 80 - 85 (2018)

Two cationic Au(I) complexes derived from aryl-benzothiazoles, namely [(PPh3)Au(pbt)](OTf) (1) and [(PPh3)Au(qbt)](OTf) (2) (where pbt = 2?(pyridyl)benzothiazole and qbt = (quinolyl)benzothiazole, and OTf? = trifluorometha

The Au(I) catalyzed activation of allenamides and their subsequent transformation into chromanes: A method for the regiocontrolled addition to the α- And γ-positions of the allene unit

Slater, Natasha H.,Brown, Natalie J.,Elsegood, Mark R.J.,Kimber, Marc C.

, p. 4606 - 4609 (2014)

Au(I) activation of allenamides in the presence of phenols leads to the formation of chromanes in moderate to good yields. This catalytic process is dependent on the counterion which facilitates the activation of the in situ formed imine. Furthermore, this iminium can be intercepted by trimethylallyl silane, via the Hosomi-Sakurai reaction, giving a formal procedure for the regioselective intermolecular addition of two carbon nucleophiles to an allenamide at the α- and γ-positions.

Pt-M (M = Au and Tl) Dative Bonds Using Bis(cyclometalated)platinum(II) Complexes

Rajabi, Sheida,Jamali, Sirous,Naseri, Soroosh,Jamjah, Ali,Kia, Reza,Samouei, Hamidreza,Mastrorilli, Piero,Shahsavari, Hamid R.,Raithby, Paul R.

, p. 1709 - 1720 (2019)

Symmetrical and unsymmetrical biscyclometalated platinum(II) complexes [Pt(ptpy)2], 1, and [Pt(ptpy)(bppy)], 2, in which ptpy = deprotonated 2-(p-tolyl)pyridine and bppy = deprotonated 2-(3-bromophenyl)pyridine, have been prepared from the reac

Lewis Acid Catalysis with Cationic Dinuclear Gold(II,II) and Gold(III,III) Phosphorus Ylide Complexes

Reiner, Benjamin R.,Bezpalko, Mark W.,Foxman, Bruce M.,Wade, Casey R.

, p. 2830 - 2835 (2016)

The dinuclear gold(II,II) and gold(III,III) complexes [Au2(μ-PY)2(MeCN)2]OTf2 (2-OTf2) and [Au2(μ-PY)2(μ-CH2)(MeCN)2]OTf2 (3-OTf2) (PY = [(CH2)2PPh2]-) have been synthesized and evaluated as Lewis acid catalysts for Mukaiyama addition and alkyne hydroamination reactions. 2-OTf2 and 3-OTf2 provide similar or improved catalytic activity for these reactions compared to the commonly used gold(I) Lewis acids Ph3PAuOTf and IPrAuOTf. The versatile Lewis acidity of 2-OTf2 was further demonstrated by its superior performance in a cascade reaction involving intramolecular hydroamination followed by intermolecular conjugate addition to generate a 2,3-substituted indole.

Synthesis of new thiourea-metal complexes with promising anticancer properties

Canudo-Barreras, Guillermo,Gimeno, M. Concepción,Herrera, Raquel P.,Izaga, Anabel,Marzo, Isabel,Ortego, Lourdes

, (2021/11/27)

In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (T2) or 3,5-di-CF3 substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different behavior is observed for gold complexes, a linear geometry with coordination only to the phosphorus atom or an equilibrium between the linear and three-coordinated species is present, whereas for silver complexes the coordination of the ligand as P?S chelate is found. The thiourea ligands and their complexes were explored against different cancer cell lines (HeLa, A549, and Jurkat). The thiourea ligands do not exhibit relevant cytotoxicity in the tested cell lines and the coordination of a metal triggers excellent cytotoxic values in all cases. In general, data showed that gold complexes are more cytotoxic than the silver compounds with T1, in particular the complexes [AuT1(PPh3)]OTf, the bis(thiourea) [Au(T1)2 ]OTf and the gold-thiolate species [Au(SR)T1]. In contrast, with T2 better results are obtained with silver species [AgT1(PPh3)]OTf and the [Ag(T1)2 ]OTf. The role played by the ancillary ligand bound to the metal is important since it strongly affects the cytotoxic activity, being the bis(thiourea) complex the most active species. This study demonstrates that metal complexes derived from thiourea can be biologically active and these compounds are promising leads for further development as potential anticancer agents.

Gold-Catalyzed Amide/Carbamate-Linked N, O-Acetal Formation with Bulky Amides and Alcohols

Ohsawa, Kosuke,Ochiai, Shota,Kubota, Junya,Doi, Takayuki

, p. 1281 - 1291 (2021/01/14)

A gold-catalyzed N,O-acetal formation was established to construct an amide/carbamate-linked N,O-acetal substructure with bulky alcohols. The acyliminium cation species generated from o-alkynylbenzoic acid ester in the presence of a gold catalyst is highly reactive and underwent nucleophilic attack of various bulky alcohols and phenols at room temperature under neutral conditions, leading to the corresponding N,O-acetals in yields of 34-89% with good functional group tolerance.

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