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638064

2-二环己基磷-2′,4′,6′-三异丙基联苯

Name: 2-二环己基磷-2′,4′,6′-三异丙基联苯
Brand: ALDRICH

98%

别名:

XPhos

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关于此项目

经验公式（希尔记法）:

C₃₃H₄₉P

化学文摘社编号:

564483-18-7

分子量:

476.72

NACRES:

NA.22

PubChem Substance ID:

24882906

UNSPSC Code:

12352103

MDL number:

MFCD04117682

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Quality Level

300

product line

Buchwald Ligand

assay

98%

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: C-C Bond Formation, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Hiyama Coupling, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

greener alternative product score

old score: 2
new score: 1
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Atom Economy
Use of Renewable Feedstocks
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

187-190 °C (lit.)

functional group

phosphine

greener alternative category

, Re-engineered

SMILES string

CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C=CC=C2

InChI

1S/C33H49P/c1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28/h13-14,19-25,27-28H,7-12,15-18H2,1-6H3

InChI key

UGOMMVLRQDMAQQ-UHFFFAOYSA-N

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General description

Xphos-[2-二环己基膦基-2′,4′,6′-三异丙基联苯]是一种由Buchwald集团开发的空气稳定的富电子联芳基单膦配体²，以增强在交叉偶联反应过程中提高钯催化的反应性。

我们竭诚为您带来满足绿色替代产品四大类别要求的替代产品。本品属于重新设计产品类别，在“防止废弃物”、“原子经济性””、“使用可再生原料”以及“节能设计”绿色化学原则方面取得了重大进步。点击此处查看其DOZN记分卡。

Application

XPhose可作为配体用于以下反应：

通过钯催化的烷基砜和芳基卤之间的Negishi交叉偶联用于制备官能化的苄基砜。
与预研磨的乙酸钯（II）一起作为芳基氯化物与三丁基芳基锡烷进行Stille交叉偶联形成相应的联芳基化合物的预催化剂。
与氯化铂一起催化末端芳基烷基与硅烷的氢化硅烷化反应以形成官能化的β-(E)-乙烯基硅烷。

用于Pd催化的生成Vindoline的C-15类似物的铃木偶联反应中的配体。
将2-卤代苯胺直接环化成Pd催化的吲哚和色氨酸. 区域规整聚噻吩的合成。

TPGS-750-M 绿色 Sonogashira 偶联的首选配体。

对于小规模和高通量应用，可选用ChemBeads形式(928364)

朝着通过E因子评定的绿色过渡金属催化过程目标前进

用于TPGS-750-M中更为环保的优选Sonogashira偶联配体。

用于深入研究芳烃磺酸酯、芳基卤的钯催化胺化和酰胺化反应的配体。

Legal Information

用法以美国专利 6307087 和 6395916 为准。

用途受美国专利7,223,879保护

存储类别

13 - Non 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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Palladium-Catalyzed Stille Cross-Coupling Reaction of Aryl Chlorides using a Pre-Milled Palladium Acetate and XPhos Catalyst System.

Advanced Synthesis & Catalysis, 350(7-8), 957-961 (2008)

Palladium-catalyzed, modular synthesis of highly functionalized indoles and tryptophans by direct annulation of substituted o-haloanilines and aldehydes.

Yanxing Jia et al.

The Journal of organic chemistry, 71(20), 7826-7834 (2006-09-26)

One-pot synthesis of indoles by a palladium-catalyzed annulation of ortho-haloanilines and aldehydes has been developed. Coupling of ortho-iodoaniline with aldehyde is realized under mild ligandless conditions [Pd(OAc)2, DABCO, DMF, 85 degrees C], whereas X-Phos is found to be the ligand

Xphos ligand and platinum catalysts: A versatile catalyst for the synthesis of functionalized ?-(E)-vinylsilanes from terminal alkynes.

Hamze A, et al.

Journal of Organometallic Chemistry, 693(16), 2789-2797 (2008)

Synthesis of C-15 vindoline analogues by palladium-catalyzed cross-coupling reactions.

Peter D Johnson et al.

The Journal of organic chemistry, 71(20), 7899-7902 (2006-09-26)

Described are general protocols for the rapid construction of various C-15-substituted analogues of vindoline using palladium-catalyzed cross-coupling reactions. The required bromo- and iodovindolines were prepared in high yield by the reaction of vindoline with N-bromosuccinimide or N-iodosuccinimide, respectively. The study

Tetrahedron Letters, 47, 5143-5143 (2006)

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商品

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

Buchwald Phosphine Ligands

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

1-tBu-Indenyl Supported Palladium Precatalysts for Cross-Coupling

The Hazari group has developed an improved palladium precatalyst scaffold for a wide range of cross-coupling reactions

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实验方案

Cross-Coupling Reactions in Water

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

全球贸易项目编号

货号	GTIN
638064-1G	04061832726236
638064-100G	04061833548615
638064-25G	04061832726298
638064-500G	04061833499504
638064-5G	04061832726366

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