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Merck

799718

Sigma-Aldrich

AlPhos

别名:

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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100 MG
$240.00

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预计发货时间2025年5月30日详情


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100 MG
$240.00

About This Item

经验公式(希尔记法):
C52H67F4OP
分子量:
815.06
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

$240.00


预计发货时间2025年5月30日详情


获取大包装报价

方案

≥95%

质量水平

表单

powder

反应适用性

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

官能团

phosphine

储存温度

−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 key

ALWIRDZSIXWCBO-VABCSHEKSA-N

应用

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]

储存分类代码

11 - Combustible Solids

WGK

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
Development of Palladium Precatalysts that Efficiently Generate LPd (0) Active Species
Shaughnessy KH
Israel Journal of Chemistry, 60(3-4), 180-194 (2020)

商品

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

相关内容

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

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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