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Sigma-Aldrich

CyJohnPhos

97%

同義詞:

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

經驗公式(希爾表示法):
C24H31P
CAS號碼:
分子量::
350.48
Beilstein:
8440533
MDL號碼:
分類程式碼代碼:
12352002
PubChem物質ID:
NACRES:
NA.22
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化驗

97%

反應適用性

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.)

官能基

phosphine

SMILES 字串

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 密鑰

LCSNDSFWVKMJCT-UHFFFAOYSA-N

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一般說明

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

應用

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。[1]
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。[2]

法律資訊

用法以美国专利 6307087 和 6395916 为准。

危險聲明

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

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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存取文件庫

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

文章

Buchwald Phosphine Ligands

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

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