JohnPhos
ALDRICH/638439 - 97%
Synonym: (2-Biphenyl)di-tert-butylphosphine; (2-Biphenylyl)di-tert-butylphosphine; 2-(Di-tert-
CAS Number: 224311-51-7
Empirical Formula (Hill Notation): C20H27P
Molecular Weight: 298.40
MDL Number: MFCD01862440
Linear Formula: C6H5C6H4P[C(CH3)3]2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638439-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 638439-25G
| assay | 97% |
| functional group | phosphine |
| InChI | 1S/C20H27P/c1-19(2,3)21(2 |
| InChI key | CNXMDTWQWLGCPE-UHFFFAOYSA |
| mp | 86-88 °C (lit.) |
| reaction suitability | reaction type: Cross Couplings |
| reagent type: ligand reaction type: Buchwald-Hartwig Cross Coupling Reaction |
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| reagent type: ligand reaction type: C-X Bond Formation |
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| reagent type: ligand reaction type: Heck Reaction |
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| reagent type: ligand reaction type: Suzuki-Miyaura Coupling |
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| SMILES string | CC(C)(C)P(c1ccccc1-c2cccc |
| Application: | Bulky biarylphosphine ligand utilized in the palladium catalyzed Stille cross-coupling reaction. |
| Application: | JohnPhos, a bulky phosphine ligand, was employed as catalyst in the following studies: • Hydrophenoxylation of unactivated internal alkynes. • Microwave-mediated Suzuki-Miyaura cross-coupling of benzylic bromides. • Pharmaceutical synthesis of novel imidazo[1,2-a]pyridines, having potent activity against the herpes virus. • Barluenga′s coupling of vinyl bromides with hydrazines. • Pd-catalyzed 2,3-diarylation of α,α-disubstituted-3-thiop |
| Application: | Ligand utilized in amination of aryl halides and aryl triflates. Catalyst for: • Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides • Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas • Regioselective arylation of olefins with aryl chlorides • Cross-coupling reaction for the synthesis of polyunsaturated macrolactones • Regioselective O-alkylation reactions • Sonogashira-type cross coupling |
| General description: | JohnPhos is a Buchwald′s sterically bulky biaryl phosphine ligand. It is a reactive dialkylbiaryl phosphine ligand which catalyzes the carbon-nitrogen bond-forming reactions. Coordination chemistry of gold catalysts bearing JohnPhos as ligand has been investigated by NMR spectroscopy. Learn more about Buchwald Phosphine Ligands  |
| Packaging: | 1, 5, 25, 100 g in glass bottle |
| Hazard statements | H413 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | 97% |
| mp | 86-88 °C (lit.) |
| UNSPSC | 12352002 |