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Merck
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重要文件

900278

Sigma-Aldrich

AdCyBrettPhos

同義詞:

2-(Adamantylcyclohexylphosphino)-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl, Cyclohexyl adamantyl(2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine

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About This Item

經驗公式(希爾表示法):
C39H57O2P
CAS號碼:
分子量::
588.84
分類程式碼代碼:
12352128
NACRES:
NA.22
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形狀

powder

品質等級

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: catalyst
reaction type: Cross Couplings

reagent type: ligand

mp

221-224 °C

官能基

phosphine

SMILES 字串

O(C1=CC=C(OC)C(=C1C=2C(=CC(=CC2C(C)C)C(C)C)C(C)C)P(C3CCCCC3)C45CC6CC(CC(C6)C4)C5)C

InChI

InChI=1S/C39H57O2P/c1-24(2)30-19-32(25(3)4)36(33(20-30)26(5)6)37-34(40-7)14-15-35(41-8)38(37)42(31-12-10-9-11-13-31)39-21-27-16-28(22-39)18-29(17-27)23-39/h14-15,19-20,24-29,31H,9-13,16-18,21-23H2,1-8H3

InChI 密鑰

AMESLWUOCNKBCL-UHFFFAOYSA-N

應用

AdCyBrettPhos can be used as a ligand in the Pd-catalyzed cross-coupling reactions[1][2].

危險聲明

防範說明

危險分類

Aquatic Chronic 4

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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Hong Zhang et al.
Organic letters, 20(6), 1580-1583 (2018-02-24)
Two catalyst systems are described, which together provide mild and general conditions for the Pd-catalyzed C-O cross-coupling of primary alcohols. For activated substrates, such as electron-deficient aryl halides, the commercially available ligand L2 promotes efficient coupling for a variety of
Ryan P King et al.
Organic letters, 23(20), 7927-7932 (2021-10-07)
The utilization of isolated Palladium Oxidative Addition Complexes (OACs) has had a significant impact on Pd-catalyzed and Pd-mediated cross-coupling reactions. Despite their importance, widespread utility of OACs has been limited by the instability of their precursor complexes. Herein, we report

相關內容

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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