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526460

Sigma-Aldrich

4,5-双（二苯基膦基）-9,9-二甲基氧杂蒽，97％

97%

同義詞:

Xantphos

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About This Item

經驗公式（希爾表示法）:
C39H32OP2
CAS號碼:
161265-03-8
分子量：:
578.62
MDL號碼:
MFCD00233866
分類程式碼代碼:
12352005
PubChem物質ID:
24874555
NACRES:
NA.22

品質等級

300

化驗

97%

反應適用性

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.)

官能基

phosphine

SMILES 字串

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 密鑰

CXNIUSPIQKWYAI-UHFFFAOYSA-N

相關類別

一般說明

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)

應用

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。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315 - H319 - H335

危險分類

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

標靶器官

Respiratory system

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)

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
WXBD4701V
WXBC8838V
SHBK1999
SHBJ9388

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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
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
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.
Guang-Yao Gao et al.
Organic letters, 6(11), 1837-1840 (2004-05-21)
A series of meso-amidoporphyrins were facilely synthesized by direct reactions of meso-brominated porphyrins with amides via palladium-catalyzed amidation reaction. Using a combination of palladium precursor Pd(OAc)(2) or Pd(2)(dba)(3) and phosphine ligand Xantphos, both 5-bromo-10,20-diphenylporphyrin and 5,15-dibromo-10,20-diphenylporphyrin, as well as their
Synthesis, 2794-2794 (2006)
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