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799718

Sigma-Aldrich

AlPhos

同義詞:

二-1-金刚烷基(4″-丁基-2″,3″,5″,6″-四氟-2′,4′,6′-三异丙基-2-甲氧基-间三联苯)膦

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About This Item

經驗公式（希爾表示法）:
C52H67F4OP
CAS號碼:
1805783-60-1
分子量：:
815.06
MDL號碼:
MFCD00626457
分類程式碼代碼:
12161600
PubChem物質ID:
329768101
NACRES:
NA.22
暫時無法取得訂價和供貨情況

化驗

≥95%

品質等級

100

形狀

powder

反應適用性

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

218-223 °C

官能基

phosphine

儲存溫度

−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?

InChI 密鑰

ALWIRDZSIXWCBO-VABCSHEKSA-N

相關類別

應用

AlPhos是一种双芳基单膦配体，可用于：
  • Pd催化的Buchwald-Hartwig交叉偶联反应。[1]
  • Pd催化各种活化芳基、杂芳基三氟甲磺酸酯和溴化物成为高区域选择性芳基氟化物的氟化反应。[2][3]
  • 在钯催化剂存在下，通过硫醇和芳香亲电物质的C–S交叉偶联反应制备芳基硫醚。[4]

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
MKCV4050
MKCR3411
MKCS0293
MKCN8990
MKCN3215

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Monophosphine Ligands Promote Pd-Catalyzed C-S Cross-Coupling Reactions at Room Temperature with Soluble Bases
Xu Jessica, et al.
ACS Catalysis, 9(7), 6461-6466 (2019)
A fluorinated ligand enables room-temperature and regioselective Pd-catalyzed fluorination of aryl triflates and bromides
Sather AC, et al.
Journal of the American Chemical Society, 137(41), 13433-13438 (2015)
In-depth assessment of the palladium-catalyzed fluorination of five-membered heteroaryl bromides
Milner PJ, et al.
Organometallics, 34(19), 4775-4780 (2015)
Development of Palladium Precatalysts that Efficiently Generate LPd (0) Active Species
Shaughnessy KH
Israel Journal of Chemistry, 60(3-4), 180-194 (2020)

文章

AlPhos and [(AlPhosPd)2•COD] for Pd-Catalyzed Fluorination

Fluorine containing aromatics (ArF) are desirable compounds with applications in medicinal chemistry and the agricultural industry.

相關內容

Buchwald Group – Professor Product Portal

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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