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文件

638099

CyJohnPhos

Name: CyJohnPhos
Brand: ALDRICH

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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About This Item

经验公式（希尔记法）:

C₂₄H₃₁P

CAS号:

247940-06-3

分子量:

350.48

Beilstein:

8440533

MDL编号:

MFCD01862441

UNSPSC代码:

12352002

PubChem化学物质编号:

24882909

NACRES:

NA.22

质量水平

100

检测方案

97%

反应适用性

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.)

官能团

phosphine

SMILES字符串

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

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一般描述

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

应用

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。

法律信息

用法以美国专利 6307087 和 6395916 为准。

危险声明

H413

危险分类

Aquatic Chronic 4

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

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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)

Photophysical properties of three coordinated copper(i) complexes bearing 1,10-phenanthroline and a monodentate phosphine ligand.

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

Biaryl phosphane ligands in palladium-catalyzed amination.

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

Dialkylbiaryl Phosphines in Pd-Catalyzed Amination: A User's Guide.

David S Surry et al.

Chemical science, 2(1), 27-50 (2011-01-01)

Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand

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