Cas no 854045-94-6 (2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride)
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride Chemical and Physical Properties
Names and Identifiers
-
- 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride
- 2-Dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl gold(I) chloride
- Chloro[2-dicyclohexyl(2,4,6-trisopropylbiphenyl)phosphine]gold(I)
- Gold,chloro[dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine]-
- XPhos AuCl
- 2-Dicyclohexylphosphino-2 inverted exclamation mark ,4 inverted exclamation mark ,6 inverted exclamation mark -triisopropylbiphenyl Gold(I) Chloride
- 854045-94-6
- SCHEMBL16334291
- GOLD(1+) XPHOS CHLORIDE
- Chloro[dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine]-gold
- dicyclohexyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane;gold(1+);chloride
- MFCD09842765
- SY232973
- 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenylgold(I)chloride
-
- MDL: MFCD09842765
- Inchi: 1S/C33H49P.Au.ClH/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;;/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3;;1H/q;+1;/p-1
- InChI Key: AFVLNRJUCUDBHP-UHFFFAOYSA-M
- SMILES: [Au+].[Cl-].P(C1=CC=CC=C1C1C(=CC(C(C)C)=CC=1C(C)C)C(C)C)(C1CCCCC1)C1CCCCC1
Computed Properties
- Exact Mass: 708.292611g/mol
- Monoisotopic Mass: 708.292611g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Heavy Atom Count: 36
- Rotatable Bond Count: 7
- Complexity: 545
- Covalently-Bonded Unit Count: 3
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 0?2
Experimental Properties
- Melting Point: 243-250?°C
- PSA: 13.59000
- LogP: 11.18340
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride Security Information
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Storage Condition:Sealed in dry,Room Temperature
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A019119468-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 95% | 1g |
$188.16 | 2023-08-31 | |
| Chemenu | CM103047-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 95% | 1g |
$212 | 2021-08-06 | |
| SU ZHOU XIN JIA YUAN HUA XUE Technology Co., Ltd. | 600029-250mg |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 98% | 250mg |
¥239.0 | 2024-07-19 | |
| SU ZHOU XIN JIA YUAN HUA XUE Technology Co., Ltd. | 600029-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 98% | 1g |
¥799.0 | 2024-07-19 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031611-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 97% | 1g |
¥2956 | 2024-05-21 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R031611-250mg |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 97% | 250mg |
¥449 | 2024-05-21 | |
| abcr | AB482225-250 mg |
Chloro[dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine]-gold; . |
854045-94-6 | 250mg |
€210.20 | 2023-06-15 | ||
| abcr | AB482225-1 g |
Chloro[dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine]-gold; . |
854045-94-6 | 1g |
€471.10 | 2023-06-15 | ||
| Chemenu | CM103047-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 95% | 1g |
$*** | 2023-05-29 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | C139342-1g |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride |
854045-94-6 | 97% | 1g |
¥2677.90 | 2023-09-03 |
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride Suppliers
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride Related Literature
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Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
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Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
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Jason Wan Lab Chip, 2020,20, 4528-4538
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Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
Additional information on 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride
Introduction to 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl Gold(I) Chloride (CAS No. 854045-94-6)
The compound 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride, identified by its CAS number 854045-94-6, is a sophisticated organogold complex that has garnered significant attention in the field of catalysis and organic synthesis. This intricate molecule, featuring a gold(I) center coordinated to a diphosphine ligand and a chloro ligand, exhibits remarkable catalytic properties that make it invaluable in various synthetic transformations.
The diphosphine ligand in this compound, specifically 2,4,6-triisopropylbiphenyl dicyclohexylphosphine, plays a crucial role in determining the reactivity and selectivity of the gold complex. The bulky isopropyl groups and the cyclohexyl substituents on the phosphorus atoms contribute to steric hindrance, which can be leveraged to control reaction outcomes in complex synthetic pathways. This design allows for precise control over the coordination environment of the gold center, enabling its use in a wide range of transformations.
The presence of the chloro ligand in the complex further enhances its utility as a catalyst. Chloro ligands are known to be versatile in facilitating various organic reactions, including cross-coupling reactions, which are fundamental in constructing complex molecular architectures. The combination of the diphosphine and chloro ligands in this organogold complex creates an ideal environment for facilitating such transformations with high efficiency and selectivity.
In recent years, there has been a surge in research focused on developing novel organometallic catalysts for applications in pharmaceutical synthesis. The compound 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride has emerged as a promising candidate due to its ability to catalyze challenging reactions under mild conditions. For instance, it has been reported to efficiently catalyze the coupling of aryl halides with organolithium reagents, a reaction that is crucial in the synthesis of biaryl compounds found in numerous pharmaceuticals.
One of the most notable applications of this compound is in the field of pharmaceutical synthesis. It has been employed in the preparation of complex drug molecules where precise functionalization is required. The ability of this catalyst to facilitate cross-coupling reactions with high yields and minimal byproducts makes it an attractive option for industrial applications. Furthermore, its stability under various reaction conditions enhances its practicality in large-scale synthesis.
The mechanistic insights into the catalytic activity of this compound have also been extensively studied. Research has shown that the gold center undergoes oxidative addition to substrates followed by transmetalation steps, ultimately leading to reductive elimination and product formation. The steric and electronic properties of the ligand play a critical role in modulating these steps, ensuring high efficiency and selectivity.
Recent advancements in computational chemistry have further illuminated the structure-activity relationships associated with this organogold complex. Molecular modeling studies have provided valuable insights into how different substituents on the ligand influence the catalytic properties of the complex. These studies have not only enhanced our understanding of the compound's mechanism but also guided the design of more effective catalysts for future applications.
The synthetic utility of 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride extends beyond pharmaceutical synthesis. It has been successfully applied in materials science, where it facilitates the formation of conjugated polymers and organic electronic materials. These materials are integral to next-generation technologies such as organic light-emitting diodes (OLEDs) and photovoltaic devices, highlighting the compound's broad applicability.
In conclusion, 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl gold(I) chloride (CAS No. 854045-94-6) is a multifaceted organogold complex with significant potential in both academic research and industrial applications. Its ability to catalyze challenging organic transformations with high efficiency and selectivity makes it an indispensable tool for synthetic chemists. As research continues to uncover new applications and mechanistic insights, this compound is poised to remain at the forefront of catalytic innovation.
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