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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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Quality Level

product line

Buchwald Ligand

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

SMILES string

C1CCC(CC1)P(C2CCCCC2)c3ccccc3-c4ccccc4

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

InChI key

LCSNDSFWVKMJCT-UHFFFAOYSA-N

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

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。
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。
芳基卤和三氟甲磺酸酯胺化反应的配体。

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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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.

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Synlett, 2027-2027 (2006)
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)
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



全球贸易项目编号

货号GTIN
638099-25G04061833510230
638099-5G04061833499535
638099-1G04061826724408