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Merck
CN

638099

CyJohnPhos

97%

别名:

2-(二环己基膦基)联苯, (2-联苯)二环己基膦, Cyclohexyl JohnPhos

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关于此项目

经验公式(希尔记法):
C24H31P
化学文摘社编号:
分子量:
350.48
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
8440533
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产品名称

CyJohnPhos, 97%

InChI

1S/C24H31P/c1-4-12-20(13-5-1)23-18-10-11-19-24(23)25(21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1,4-5,10-13,18-19,21-22H,2-3,6-9,14-17H2

SMILES string

C1CCC(CC1)P(C2CCCCC2)c3ccccc3-c4ccccc4

InChI key

LCSNDSFWVKMJCT-UHFFFAOYSA-N

assay

97%

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: C-X Bond Formation

reagent type: ligand
reaction type: Hiyama Coupling

reagent type: ligand
reaction type: Methylations

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Oxidations

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

102-106 °C (lit.)

functional group

phosphine

Quality Level

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Application

CyJohnPhos 可与镍催化剂联合用于叔苄基乙酸酯与芳基硼氧烷的 Suzuki-Miyaura 芳基化反应,生成二芳基和三芳基季铵立体中心。
芳基卤和三氟甲磺酸酯胺化反应的配体。
钯催化合成 1,3,5-三(2′-氨基苯基)苯,是潜在离子受体的核心构件。

General description

CyJohnPhos [(2-联苯)二环己基膦] 是一种空气稳定、体积大且富含电子的单齿二芳基膦配体,由 Buchwald 团队开发,用于增强交叉偶联反应过程中钯催化的反应活性。

了解有关 Buchwald 膦配体的更多信息

Legal Information

用法以美国专利 6307087 和 6395916 为准。

hcodes

Hazard Classifications

Aquatic Chronic 4

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Stereospecific Cross Couplings To Set Benzylic, All-Carbon Quaternary Stereocenters in High Enantiopurity.
Zhou Q, et al.
Journal of the American Chemical Society, 138(37), 12057-12060 (2016)
Synlett, 2027-2027 (2006)
Daichi Kakizoe et al.
Dalton transactions (Cambridge, England : 2003), 46(43), 14804-14811 (2017-10-19)
We report the synthesis and photophysical properties of Cu(i) complexes with 1,10-phenanthroline (phen) and monodentate phosphine ligands. Single crystal X-ray structural analysis revealed that these have three-coordinated trigonal planar geometries. We also found that one of them, [Cu(phen)(Johnphos)]BF
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon

商品

Buchwald and coworkers develop versatile phosphine ligands for Pd-catalyzed C–N bond formation; enhancing synthetic reactions for 20 years.

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

Buchwald and coworkers develop versatile phosphine ligands for Pd-catalyzed C–N bond formation; enhancing synthetic reactions for 20 years.

Buchwald Phosphine Ligands

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