Merck
CN

638099

Sigma-Aldrich

(2-联苯)二环己基膦

97%

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别名:
2-(二环己基膦基)联苯, Cyclohexyl JohnPhos
经验公式(希尔记法):
C24H31P
分子量:
350.48
Beilstein:
8440533
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

检测方案

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.)

官能团

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

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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

危险分类

Aquatic Chronic 4

储存分类代码

11 - Combustible Solids

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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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
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

商品

Buchwald Phosphine Ligands

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

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