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Merck
CN

900593

Sigma-Aldrich

PAd-DalPhos

95%, powder or crystals

别名:

8-[2-[Bis(2-methylphenyl)phosphino]phenyl]-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane

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关于此项目

经验公式(希尔记法):
C30H34O3P2
化学文摘社编号:
分子量:
504.54
MDL编号:
UNSPSC代码:
12161600
NACRES:
NA.22
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产品名称

PAd-DalPhos, 95%

质量水平

方案

95%

表单

powder or crystals

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

官能团

phosphine

SMILES字符串

P4(C5(OC6(OC(OC4(C6)C)(C5)C)C)C)c1c(cccc1)P(c3c(cccc3)C)c2c(cccc2)C

InChI key

RTLXHCKHEDGJLB-UHFFFAOYSA-N

应用

PAd-DalPhos is a versatile air stable pre-catalyst for C(sp2)-N coupling. It catalyzes N-arylation of amides with (hetero)aryl (pseudo)halide. It can also be used in the synthesis of unsymmetrical 1,3-di(hetero)aryl-1H-indazoles from hydrazine, o-chloro (hetero)benzophenones and (hetero)aryl bromides.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Nickel?Catalyzed N?Arylation of Primary Amides and Lactams with Activated (Hetero) aryl Electrophiles.
Lavoie C M, et al.
Chemistry?A European Journal , 22(52), 18752-18755 (2016)
Ni and Cu-catalyzed one pot synthesis of unsymmetrical 1, 3-di (hetero) aryl-1H-indazoles from hydrazine, o-chloro (hetero) benzophenones, and (hetero) aryl bromides.
Wiethan C, et al.
Organic & Biomolecular Chemistry, 15(23), 5062-5069 (2017)
Christopher M Lavoie et al.
Nature communications, 7, 11073-11073 (2016-03-24)
Palladium-catalysed C(sp(2))-N cross-coupling (that is, Buchwald-Hartwig amination) is employed widely in synthetic chemistry, including in the pharmaceutical industry, for the synthesis of (hetero)aniline derivatives. However, the cost and relative scarcity of palladium provides motivation for the development of alternative, more

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