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文件

526460

4,5-双（二苯基膦基）-9,9-二甲基氧杂蒽，97％

Name: 4,5-双（二苯基膦基）-9,9-二甲基氧杂蒽，97％
Brand: ALDRICH

97%

别名:

Xantphos

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About This Item

经验公式（希尔记法）:

C₃₉H₃₂OP₂

CAS号:

161265-03-8

分子量:

578.62

MDL编号:

MFCD00233866

UNSPSC代码:

12352005

PubChem化学物质编号:

24874555

NACRES:

NA.22

质量水平

300

检测方案

97%

反应适用性

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Hydroformylations
reagent type: ligand
reaction type: Miyaura Borylation Reaction
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

224-228 °C (lit.)

官能团

phosphine

SMILES字符串

CC1(c2c(Oc3c1cccc3P(c4ccccc4)c5ccccc5)c(P(c6ccccc6)c7ccccc7)ccc2)C

InChI

1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3

InChI key

CXNIUSPIQKWYAI-UHFFFAOYSA-N

一般描述

Xantphos是双齿配体，主要用于各种金属催化反应，包括交叉偶联、Buchwald-Hartwig交叉偶联、C-X键形成、氢甲酰化、Miyaura硼化、Stille偶联、Suzuki-Miyaura偶联、（杂）芳基化、胺化和酰胺化反应。

对于小规模和高通量应用，可选用ChemBeads形式(928356)

应用

用于催化反应的金属螯合配体。

用作通过 3-溴噻吩和 2-氨基吡啶的钯催化 C-N 交叉偶联反应合成杂环的配体。也可用于活泼亚甲基化合物和醇参与的钌催化烷基化反应。

象形图

GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

预防措施声明

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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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Ligand Bite Angle Effects in Metal-catalyzed C-C Bond Formation.

P W van Leeuwen et al.

Chemical reviews, 100(8), 2741-2770 (2001-12-26)

Synthesis, 2794-2794 (2006)

Tetrahedron Letters, 47, 6787-6787 (2006)

Development of Novel Analogs of the Monocarboxylate Transporter Ligand FACH and Biological Validation of One Potential Radiotracer for Positron Emission Tomography (PET) Imaging.

Masoud Sadeghzadeh et al.

Molecules (Basel, Switzerland), 25(10) (2020-05-20)

Monocarboxylate transporters 1-4 (MCT1-4) are involved in several metabolism-related diseases, especially cancer, providing the chance to be considered as relevant targets for diagnosis and therapy. [18F]FACH was recently developed and showed very promising preclinical results as a potential positron emission

Copper(i) and silver(i) complexes of 9,9-dimethyl-4,5-bis(di-tert-butylphosphino)xanthene: photophysical properties and structural rigidity under pressure.

Sarah Keller et al.

Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 17(4), 375-385 (2018-02-20)

The heteroleptic complexes [Cu(tBu-xantphos)(bpy)][PF6] and [Ag(tBu-xantphos)(bpy)][PF6], where tBu-xantphos = 9,9-dimethyl-4,5-bis(di-tert-butylphosphino)xanthene and bpy = 2,2'-bipyridine have been synthesized and their photophysical properties investigated. Single crystal X-ray diffraction studies of the compounds under ambient and increased pressure are presented; increase in pressure

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