Triphenylphosphinegold(I) trifluoromethanesulfonate

Base Information

• Chemical Name: Triphenylphosphinegold(I) trifluoromethanesulfonate
• CAS No.: 156397-47-6
• Molecular Formula: C18H15P.CF3O3S.Au
• Molecular Weight: 608.328
• Hs Code.: 28439000
• European Community (EC) Number: 633-874-2
• Mol file: 156397-47-6.mol

Synonyms:156397-47-6;TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE;gold(1+);trifluoromethanesulfonate;triphenylphosphane;Gold, (1,1,1-trifluoromethanesulfonato-kappaO)(triphenylphosphine)-;Triphenylphosphinegold(I)trifluoromethanesulfonate;PKNGCXGJNWEWTH-UHFFFAOYSA-M;[au(pph3)]otf;AMY11754;AKOS030228387

Chemical Property of Triphenylphosphinegold(I) trifluoromethanesulfonate

Chemical Property:

• PSA: 79.17000
• LogP: 4.57450
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 608.009732
• Heavy Atom Count: 28
• Complexity: 346

Purity/Quality:

97% ^*data from raw suppliers

Triphenylphosphinegold(I)trifluoromethanesulfonate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C(F)(F)(F)S(=O)(=O)[O-].[Au+]

Technology Process of Triphenylphosphinegold(I) trifluoromethanesulfonate

There total 6 articles about Triphenylphosphinegold(I) trifluoromethanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(triphenylphosphine)gold(I) chloride (14243-64-2) + silver trifluoromethanesulfonate (2923-28-6) → trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) (156397-47-6)

Guidance literature:

In tetrahydrofuran; byproducts: AgCl; (N2); filtration, solvent removal (vac., -20°C);

DOI:10.1039/a809714c

Reference yield: 88.0%

(Ph3P)AuCl + silver trifluoromethanesulfonate (2923-28-6) → triphenylphosphinegold(I) triflate (156397-47-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h; Darkness;

DOI:10.3390/molecules26226891

Reference yield:

(triphenylphosphine)gold(I) chloride (14243-64-2) + silver trifluoromethanesulfonate (2923-28-6) → triphenylphosphinegold(I) triflate (156397-47-6)

Guidance literature:

In not given; byproducts: AgCl; treatment of gold compd. with silver triflate; filtration through celite, NMR;

DOI:10.1021/ja303862z

upstream raw materials:

(triphenylphosphine)gold(I) chloride

silver trifluoromethanesulfonate

trifluorormethanesulfonic acid

chlorotriphenylphosphinegold(I)

Downstream raw materials:

Au(P(C₆H₅)3)(P(C₆H₅)2C₅H₄)Fe(C₅H₄SC₆H₅)⁽¹⁺⁾*OSO₂CF₃^(1-)=(Au(P(C₆H₅)3)(P(C₆H₅)2C₅H₄)Fe(C₅H₄SC₆H₅))SO₃CF₃

Refernces

• 1、 Materne, Karolin,Hoof, Santina,Frank, Nicolas,Herwig, Christian,Limberg, Christian. "In Situ Formation of PBiP Ligands upon Complexation of a Mixed Phosphane/Bismuthane with Group 11 Metal Ions". . p. 4891 - 4895. Retrieved 2017.
• 2、 Hamdoun, Ghanem,Bour, Christophe,Gandon, Vincent,Dumez, Jean-Nicolas. "Empirical Estimation of the Molecular Weight of Gold Complexes in Solution by Pulsed-Field Gradient NMR". . p. 4692 - 4698. Retrieved 2018.
• 3、 Slater, Natasha H.,Brown, Natalie J.,Elsegood, Mark R.J.,Kimber, Marc C.. "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". . p. 4606 - 4609. Retrieved 2014.
• 4、 Reiner, Benjamin R.,Bezpalko, Mark W.,Foxman, Bruce M.,Wade, Casey R.. "Lewis Acid Catalysis with Cationic Dinuclear Gold(II,II) and Gold(III,III) Phosphorus Ylide Complexes". . p. 2830 - 2835. Retrieved 2016.
• 5、 Wang, Yingjie,Yu, Biao. "Total Syntheses of Aturanosides A and B". supporting information. p. 6680 - 6684. Retrieved 2021/09/02.
• 6、 Qiao, Jin,Jia, Xiuwen,Li, Pinyi,Liu, Xiaoyan,Zhao, Jingwei,Zhou, Yu,Wang, Jiang,Liu, Hong,Zhao, Fei. "Gold-catalyzed Rapid Construction of Nitrogen-containing Heterocyclic Compound Library with Scaffold Diversity and Molecular Complexity". . . Retrieved 2019/02/07.