799718
AlPhos
Synonym(e):
Di-1-adamantyl(4″-butyl-2″,3″,5″,6″-tetrafluoro-2′,4′,6′-triisopropyl-2-methoxy-meta-terphenyl)phosphine
About This Item
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![2-{Bis-[3,5-bis-(trifluoromethyl)-phenyl]-phosphino}-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl 95%](/deepweb/assets/sigmaaldrich/product/structures/371/999/7169f55f-ccbe-4696-bbdb-ab785b331b2e/640/7169f55f-ccbe-4696-bbdb-ab785b331b2e.png)
Assay
≥95%
Qualitätsniveau
Form
powder
Eignung der Reaktion
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings
mp (Schmelzpunkt)
218-223 °C
Funktionelle Gruppe
phosphine
Lagertemp.
−20°C
InChI
1S/C52H67F4OP/c1-9-10-12-38-46(53)48(55)45(49(56)47(38)54)44-40(29(4)5)21-39(28(2)3)43(42(44)30(6)7)37-13-11-14-41(57-8)50(37)58(51-22-31-15-32(23-51)17-33(16-31)24-51)52-25-34-18-35(26-52)20-36(19-34)27-52/h11,13-14,21,28-36H,9-10,12,15-20,22-27H2,1-8H3/t31-,32+,33?,34-,35+,36?,51+,52?,58?
InChIKey
ALWIRDZSIXWCBO-VABCSHEKSA-N
Verwandte Kategorien
Anwendung
- In the Pd-catalyzed Buchwald-Hartwig cross-coupling reactions.
- To synthesize highly regioselective aryl fluorides by Pd-catalyzed fluorination of a variety of activated aryl and heteroaryl triflates and bromides.
- To prepare aryl thioethers by C–S cross-coupling of thiols with aromatic electrophile in the presence of palladium catalyst.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Analysenzertifikate (COA)
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Artikel
Fluorine containing aromatics (ArF) are desirable compounds with applications in medicinal chemistry and the agricultural industry.
Verwandter Inhalt
The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.
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