Merck

328774

Sigma-Aldrich

三(二亚苄基丙酮)二钯(0)

97%

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别名:
Pd2dba3, Pd2(dba)3
线性分子式:
(C6H5CH=CHCOCH=CHC6H5)3Pd2
CAS号:
分子量:
915.72
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

形式

powder

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

152-155 °C (lit.)

SMILES string

[Pd].[Pd].O=C(\C=C\c1ccccc1)/C=C/c2ccccc2.O=C(\C=C\c3ccccc3)/C=C/c4ccccc4.O=C(\C=C\c5ccccc5)/C=C/c6ccccc6

InChI

1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;

InChI key

CYPYTURSJDMMMP-WVCUSYJESA-N

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683345697265227994
vibrant-m

328774

三(二亚苄基丙酮)二钯(0)

vibrant-m

683345

[Pd2(dba)3] x dba

vibrant-m

697265

四(三苯基膦)钯(0)

vibrant-m

227994

双(二亚苄基丙酮)钯(0)

reaction suitability

core: palladium, reaction type: Cross Couplings, reaction type: Hiyama Coupling, reaction type: Sonogashira Coupling, reaction type: Suzuki-Miyaura Coupling, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Negishi Coupling, reagent type: catalyst, reaction type: Stille Coupling, reaction type: Heck Reaction

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

powder

form

crystals

form

powder

mp

152-155 °C (lit.)

mp

152-155 °C (lit.)

mp

-

mp

-

一般描述

三(二苄基丙酮)二钯(0)(Pd2(dba)3)参与氮杂环的合成。Pd2(dba)3 的晶体结构已通过三维X-射线衍射数据确定。Pd2(dba)3 在三斜晶系中的结晶已有报道。它是Pd介导的转化中广泛应用的Pd(0)来源。

应用

  • 芳基氯化物的Suzuki偶联的催化剂(等式1)
  • 芳基氯化物的Suzuki偶联的催化剂(等式2)
  • 酮的芳基化催化剂(等式3)
  • 芳基卤化物的Buchwald-Hartwig胺化催化剂(等式4)
  • 烯丙基氯化物的氟化催化剂(等式5)
  • 羧酸酯β-芳基化的催化剂(等式6)
  • 1,1-二氯-1-烯烃羰基化催化剂(等式7)
  • 芳基和乙烯基三酸酯转化为芳基和乙烯基卤化物的催化剂(等式8)


象形图

Exclamation markEnvironment

警示用语:

Warning

危险声明

危险分类

Aquatic Chronic 2 - Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 2

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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Satoshi Suetsugu et al.
Organic letters, 16(3), 996-999 (2014-01-28)
The total synthesis of (-)-aurantioclavine (1) was accomplished based on an intramolecular asymmetric amination of allyl carbonate 3 containing a p-tosylamide group. The reaction using tris(dibenzylideneacetone)dipalladium(0), tBu-phosphinooxazoline, and Bu4NCl in CH2Cl2 gave azepane 2 in 77% yield with 95% enantiomeric
Kawatsura, M.; Hartwig, J. F.
Journal of the American Chemical Society, 121, 1473-1473 (1999)
The Enantioselective Tsuji Allylation
Douglas C. Behenna and Brian M. Stoltz
Journal of the American Chemical Society, 126(46), 15044?45-15044?45 (2004)
Martin Arthuis et al.
Chemical communications (Cambridge, England), 46(41), 7810-7812 (2010-09-21)
A novel and fully chemo- and stereoselective three component strategy leading to Z-α-chloroacrylates by a Pd(0)-catalyzed reaction of CO (1 atm) with 1,1-dichloro-1-alkenes and various alcohols is disclosed. This catalytic approach compares favourably with the Wittig type strategies as α-chloroacrylates
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Journal of the American Chemical Society, 132(49), 17402-17404 (2010-11-23)
The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic

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Heck反应是烯烃与芳基或乙烯基卤化物(或三氟甲磺酸酯)之间的钯催化交叉偶联反应,用于生成取代的烯烃。

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