CyJohnPhos AuCl

Base Information

• Chemical Name: CyJohnPhos AuCl
• CAS No.: 854045-92-4
• Molecular Formula: C24H31AuClP
• Molecular Weight: 582.903
• DSSTox Substance ID: DTXSID10467125
• Mol file: 854045-92-4.mol

Synonyms:CyJohnPhos AuCl;854045-92-4;chlorogold;dicyclohexyl-(2-phenylphenyl)phosphane;Chloro[2-(dicyclohexylphosphino)biphenyl]gold(I);SCHEMBL19469297;DTXSID10467125

Chemical Property of CyJohnPhos AuCl

Chemical Property:

• Melting Point: 241-244°C
• PSA: 13.59000
• LogP: 4.12770
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 582.151761
• Heavy Atom Count: 27
• Complexity: 358

Purity/Quality:

Chloro[2-(dicyclohexylphosphino)biphenyl]gold(I) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)P(C2CCCCC2)C3=CC=CC=C3C4=CC=CC=C4.Cl[Au]

Technology Process of CyJohnPhos AuCl

There total 3 articles about CyJohnPhos AuCl 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%

(tetrahydrothiophene)gold(I) chloride (39929-21-0) + CyJohnPhos (247940-06-3) → chloro([1,1'-biphenyl]-2-yldicyclohexylphosphine)gold(I) (854045-92-4)

Guidance literature:

In dichloromethane; for 1.75h;

DOI:10.1071/CH13552

Reference yield: 97.0%

hydrogen tetrachloroaurate(III) tetrahydrate + CyJohnPhos (247940-06-3) → chloro([1,1'-biphenyl]-2-yldicyclohexylphosphine)gold(I) (854045-92-4)

Guidance literature:

hydrogen tetrachloroaurate(III) tetrahydrate; With propyl sulfide; In ethanol; at 40 ℃; for 0.166667h;

CyJohnPhos; In ethanol; at 40 ℃; for 1h;

DOI:10.1021/ja311258e

Reference yield: 76.0%

tetrachloroauric(III) acid hydrate + CyJohnPhos (247940-06-3) → chloro([1,1'-biphenyl]-2-yldicyclohexylphosphine)gold(I) (854045-92-4)

Guidance literature:

tetrachloroauric(III) acid hydrate; With 2,2'-thiobis-ethanol; In water; at 0 ℃; Inert atmosphere;

CyJohnPhos; In ethanol; water; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201500907

upstream raw materials:

CyJohnPhos

(tetrahydrothiophene)gold(I) chloride

Downstream raw materials:

[(PCy₂(2-biphenyl))AuBr]

[(PCy₂(2-biphenyl))Au(azide)]

(1,1’-biphenyl-2-yl)dicyclohexylphosphine gold bis(trifluoromethanesulfonyl)imidate

Refernces

• 1、 Nonaka, Shiori,Sugimoto, Kenji,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Synthesis of Substituted Quinolizidines via a Gold-Catalyzed Double Cyclization Cascade". supporting information. p. 380 - 385. Retrieved 2016/02/12.
• 2、 Minkler, Stefan R. K.,Isley, Nicholas A.,Lippincott, Daniel J.,Krause, Norbert,Lipshutz, Bruce H.. "Leveraging the micellar effect: Gold-catalyzed dehydrative cyclizations in water at room temperature". supporting information. p. 724 - 726. Retrieved 2014/03/21.