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Merck
CN

526460

4,5-双（二苯基膦基）-9,9-二甲基氧杂蒽，97％

97%

别名:

Xantphos

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关于此项目

经验公式（希尔记法）:
C39H32OP2
化学文摘社编号:
161265-03-8
分子量:
578.62
NACRES:
NA.22
PubChem Substance ID:
24874555
UNSPSC Code:
12352005
MDL number:
MFCD00233866

主要文件

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产品名称

4,5-双（二苯基膦基）-9,9-二甲基氧杂蒽，97％, 97%

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

SMILES string

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

InChI key

CXNIUSPIQKWYAI-UHFFFAOYSA-N

assay

97%

reaction suitability

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.)

functional group

phosphine

Quality Level

300

相关类别

Application

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。

General description

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)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - 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
0000515622
0000515622
WXBF5479V
0000411395
0000411395

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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
Joseph R Martinelli et al.
Organic letters, 8(21), 4843-4846 (2006-10-06)
[reaction: see text] The direct transformation of aryl bromides into the corresponding Weinreb amides via Pd-catalyzed aminocarbonylation at atmospheric pressure is reported.
Peter J Manley et al.
Organic letters, 6(14), 2433-2435 (2004-07-02)
[reaction: see text] An alternative to the Friedlander condensation for the synthesis of naphthyridinones and quinolinones has been discovered. Palladium-catalyzed amidation of halo aromatics substituted in the ortho position by a carbonyl functional group or its equivalent with primary or
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)
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