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Merck

227994

Sigma-Aldrich

双(二亚苄基丙酮)钯(0)

别名:

Pd(dba)2, 双(二苄亚基丙酮)钯(0)

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500 MG
$72.90
2 G
$219.00
5 G
$358.00
50 G
$2,670.00

About This Item

线性分子式:
(C6H5CH=CHCOCH=CHC6H5)2Pd
CAS号:
分子量:
575.00
MDL號碼:
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22

$72.90


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形狀

powder

品質等級

反應適用性

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

SMILES 字串

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

InChI

1S/2C17H14O.Pd/c2*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;/h2*1-14H;/b2*13-11+,14-12+;

InChI 密鑰

UKSZBOKPHAQOMP-SVLSSHOZSA-N

相关类别

一般說明

双(二亚芐基丙酮)钯(Pd(dba)2)是一种空气稳定的Pd0 复合物。它是用于合成烯丙基取代环戊二烯的试剂。[1]它是一种均相催化剂。[2][3]它可以在温和条件下通过各种亲核试剂的作用催化乙酸烯丙酯的烷基化。[4]

應用

双(二亚芐基丙酮)钯(Pd(dba)2)在下列研究中被用作催化剂:
  • 通过使用新戊基膦配体使芳基溴化物与烯烃发生Heck偶联反应,合成异构体2-芳基-2,5-二氢呋喃。[5]
  • 三氟乙酸苄酯和2,3-二氢呋喃亚磷酰胺配体的Heck反应。[6]
  • 稳定阴离子的烯丙基化。[7]
  • 烯丙基、链烯基和芳基卤化物与有机锡化物的交叉偶联。[7]
  • 乙烯基卤代物与链烯基锌类化合物的交叉偶联。[7]
  • 链烯基和芳基卤化物的羰基化。[7]
  • 与环硫脲配体一起将醇高效氧化成醛和酮。[8]

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Bis (dibenzylideneacetone) palladium (0).
Stille JR, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
Tetrahedron Letters, 22, 1399-1399 (1981)
Xiaoxiang Liu et al.
Journal of the American Chemical Society, 126(16), 5182-5191 (2004-04-22)
A general procedure for the palladium-catalyzed arylation of trimethylsilyl enolates of esters and imides is reported. In the presence of ZnF2 or Zn(O-t-Bu)2 as an additive, the trimethylsilyl enolates of esters, including those bearing alpha-alkoxy derivatives, underwent arylation in high
Zhigang Yang et al.
Journal of the American Chemical Society, 134(29), 11833-11835 (2012-07-04)
We report herein the first examples of asymmetric Mizoroki-Heck reactions using benzyl electrophiles. A new phosphoramidite was identified to be an effective chiral ligand in the palladium-catalyzed reaction. The reaction is compatible with polar functional groups and can be readily
Cuerva, J. M.; Gomez-Bengoa, E.; et al
The Journal of Organic Chemistry, 62, 7540-7540 (1997)

Questions

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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