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(2-Biphenyl)di-tert-butylphosphine
638439 -
97%
DOWNLOAD MSDS (PDF)Synonym: (2-Biphenylyl)di-tert-butylphosphine, 2-(Di-tert-
CAS Number: 224311-51-7
Linear Formula: C6H5C6H4P[C(CH3)3]2
Molecular Weight: 298.40
Beilstein Registry Number: 8322131
MDL number: MFCD01862440
PubChem Substance ID: 24882938
Properties
| Related Categories | Buchwald Ligands, Buchwald Ligands and Complexes, Catalysis and Inorganic Chemistry, Cross-Coupling, Phosphorus Compounds |
| assay | 97% |
| mp | 86-88 °C(lit.) |
Description
Application
Bulky biarylphosphine ligand utilized in the palladium catalyzed Stille cross-coupling reaction.8
Bulky phosphine ligand used in a Pd-catalyzed 2,3-diarylation of α,α-disubstituted-3-thiop
Ligand utilized in amination of aryl halides and aryl triflates.1
Catalyst for:
• Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides2
• Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas3
• Regioselective arylation of olefins with aryl chlorides4
• Cross-coupling reaction for the synthesis of polyunsaturated macrolactones5
• Regioselective O-alkylation reactions6
• Sonogashira-type cross coupling7
Packaging
1, 5, 25 g in glass btl
Price and Availability
Customers Also Purchased
Documents
Certificate of Analysis
Certificate of Origin
| Buchwald Portfolio - Precatalysts and Ligands (1 MB ) |
| ChemFiles Vol 6 No 5 (1 MB ) |
| Structure Search |  |
| Similar Products |
Safety Information
| Hazard statements | H413 |
| Personal Protective Equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
| WGK Germany | 3 |
Technical information & documentation associated with this product is available in the Safety & Documentation tab.
Articles
Buchwald Ligands
The Pd-catalyzed C–N bond formation has become an important synthetic reaction in the past 20 years. Several research groups have investigated this reaction and developed very versatile catalysts. Bu...
William Sommer
Aldrich ChemFiles 2007, 7.10, 8.
Keywords: Arylations, Building blocks, Catalysis, Coupling reactions, Cross couplings, Ligands, Substitutions, Suzuki coupling, transformation
Buchwald Phosphine Ligands
Sigma-Aldrich is pleased to offer an array of phosphines for C-C, C-N, and C-O bond formation.
ChemFiles Volume 4 Article 2
Keywords: Amidations, Aminations, Arylations, Catalysis, Coupling reactions, Cross couplings, Ligands, Organic synthesis, PAGE, Sonogashira Coupling, Suzuki-Miyaura coupling
Organosilanes for Cross-coupling
Over the past several years, Pd-catalyzed cross-coupling of silicon compounds has rapidly gained acceptance as a suitable alternative to more commonly known methods such as: Stille (Sn), Kumada (Mg),...
Aldrich ChemFiles 2006, 6.5, 7.
Keywords: Antifungals, Catalysis, Coupling reactions, Cross couplings, Grignard Reaction, Ligands, Metallations, PAGE, Silylations, Stille coupling, Suzuki coupling, Vinylations
Related Content
Buchwald Phosphine Ligands for chemical Synthesis
For C-C, C-N, and C-O Bond Formation: Over the past several years, the Buchwald group has developed a series of bulky electron-rich phosphines that have garnered much attention for their ability to e...
References
1. J. Org. Chem. 65, 1158, (2000)
2. J. Becht and C. Le Drian, J. Org. Chem. 76, 6327-6330, (2011)
3. H. Li, et al., Adv. Syn. Catalysis 353, 955-962, (2011)
4. J. Ruan, et al., J. Am. Chem. Soc. 132, 16689-16699, (2010)
5. S. E. Denmark and J. M. Muhuhi, J. Am. Chem. Soc. 132, 11768-11778, (2010)
6. R. C. Jagdhane and M. S. Shashidhar, Eur. J. Org. Chem. 15, 2945-2953, (2010)
7. F. N. Ngassa, et al., Tetrahedron 65, 4085-4091, (2009)
8. Artamkina, Galina A.; et al. Synlett 2, 235-238, (2006)
J. Org. Chem. 71, 8309, (2006) Abstract
Martin, R.; Buchwald, S. L. Acc. Chem. Res. 41, 1461, (2008) Abstract
Surry, D. S.; Buchwald, S. L. Angew. Chem. Int. Ed. Engl. 47, 6338, (2008)
Surry, D. S.; Buchwald, S. L. Chem. Sci. 2, 27, (2011)
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