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三(二亚苄- base丙酮)二钯(0)

规格或纯度: 97%
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货号 (SKU) 包装规格 是否现货 价格 数量
T118850-250mg 250mg 现货 Stock Image
T118850-1g 1g 现货 Stock Image
T118850-5g 5g 现货 Stock Image
T118850-10g 10g 期货 Stock Image
T118850-25g 25g 现货 Stock Image

基本描述

规格或纯度 97%
英文名称 Tris(dibenzylideneacetone)dipalladium(0)
别名 [Pd2(dba)3] x dba;三(二亚苄基茚丙酮)二钯;Pd2dba3
英文别名 [Pd2(dba)3] x dba;Pd2dba3;Pd2(dba)3;Bis[tris(dibenzylideneacetone)palladium(0)]
储存温度 2-8°C储存,避光,充氩
运输条件 冰袋运输
产品介绍

Catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes. Catalyst for the carbonylation of β,β-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids. Catalyst for cross-coupling reactions.A cycloaddition catalyst.

Catalyst for [2+2+2] cycloaddtion of didehydrotriphenylenes to the corresponding extended triphenylenes. Catalyst for the carbonylation of β,β-imidoyl iodides to the corresponding imidate esters used, in turn, to prepare cyclic, quaternary amino acids. Catalyst for cross-coupling reactions.
A cycloaddition catalyst.


Product class
M-C, Homogeneous Catalysts, Diene/Dienyl Ligands

Reaction type
Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, Carbonylation, Mizoroki Heck Coupling Reaction, Stille Reaction, Suzuki-Miyaura Coupling Reaction, Oxidation, Reduction

Chemical properties

Chemical formula

C51H42O3Pd2

Empirical formula

[Pd2(dba)3] x dba

Molecular weight

915.73

Metal

Pd

Theoretical metal content

16

Physical state

crystalline

Color

dark purple


Applications & references

Palladium catalyzed conversion of aryl chlorides and triflates to nitroaromatics.


Reference: J. Am. Chem. Soc. 2009, 131, 12898 (DOI: 10.1021/ja905768k)

Site selective sp3 palladium catalyzed direct arylation for a rapid derivatization of heterocyclic compounds.


Reference: J. Am. Chem. Soc. 2008, 130, 3266. (DOI: 10.1021/ja710451s)

One-pot ketoindoline synthesis by Palladium catalyzed γ-arylation of β,γ-unsaturated ketones.


Reference: Angew. Chem. Int. Ed. 2008, 47, 177. (DOI: 10.1002/anie.200704529)

Asymmetric synthesis of indolines by Palladium catalyzed arylation of β,γ-unsaturated ketones.


Reference: Angew. Chem. Int. Ed. 2008, 47, 177. (DOI: 10.1002/anie.200704529)

Suzuki cross coupling of aryl chorides with arylboronic acids.


Reference: Angew. Chem. Int. Ed. 1998, 37, 3387. (DOI: 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO;2-P)

Efficient method for Suzuki-Miyaura reaction of lithium triisopropyl 2-pyridylborates and aryl chlorides.


Reference: Angew. Chem. Int. Ed. 2008, 48, 4695. (DOI: 10.1002/anie.200801465)

Palladium catalyzed aminocarbonylation of aryl halides.


Reference: J. Am. Chem. Soc. 2013, 135, 16841. (DOI: 10.1021/ja4098093)

名称和标识符

IUPAC Name (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;palladium
INCHI 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
Canonical SMILES C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.C1=CC=C(C=C1)C=CC(=O)C=CC2=CC=CC=C2.[Pd].[Pd]
分子式

C51H42O3Pd2

关联CAS 51364-51-3,60748-47-2
PubChem CID 9811564
分子量 915.74

化学和物理性质

溶解性 Soluble in water (reacts), chloroform, DMSO (11 mM), benzene, and toluene.
敏感性 对空气、光线和湿度敏感
熔点 152-155°C

安全信息

象形图
ghs09

Environmental Hazard

ghs07

Harmful

信号词 Warning
危险声明 H411: Toxic to aquatic life with long lasting effects
H317: May cause an allergic skin reaction
预防措施声明 P261,P273,P280,P302+P352,P321,P501,P272,P333+P313,P362+P364,P391
WGK Germany 2
个人防护装备 Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

参考文献

1. Martin Arthuis,Anne Lecup,Emmanuel Roulland.  (2010-09-21)  Pd(0)-Catalyzed carbonylation of 1,1-dichloro-1-alkenes, a new selective access to Z-α-chloroacrylates..  Chemical communications (Cambridge, England),  46  ((41)):  (7810-7812).  [PMID:20852783]
2. Xiaoqiang Shen,Alan M Hyde,Stephen L Buchwald.  (2010-09-23)  Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides..  Journal of the American Chemical Society,  132  ((40)):  (14076-14078).  [PMID:20857936]
3. Anant R Kapdi,Adrian C Whitwood,David C Williamson,Jason M Lynam,Michael J Burns,Thomas J Williams,Alan J Reay,Jordan Holmes,Ian J S Fairlamb.  (2013-05-25)  The elusive structure of Pd2(dba)3. Examination by isotopic labeling, NMR spectroscopy, and X-ray diffraction analysis: synthesis and characterization of Pd2(dba-Z)3 complexes..  Journal of the American Chemical Society,  135  ((22)):  (8388-8399).  [PMID:23701049]
4. Zhouen Zhang,Hisashi Doi,Hiroko Koyama,Yasuyoshi Watanabe,Masaaki Suzuki.  (2014-07-06)  Efficient syntheses of [11C]zidovudine and its analogs by convenient one-pot palladium(0)-copper(I) co-mediated rapid C-[11C]methylation..  Journal of labelled compounds & radiopharmaceuticals,  57  ((8)):  (540-549).  [PMID:24992010]
5. George R Kracke, Monika R VanGordon, Yulia V Sevryugina, Peter J Kueffer, Kuanysh Kabytaev, Satish S Jalisatgi, M Frederick Hawthorne,.  (2014-11-26)  Carborane-derived local anesthetics are isomer dependent..  ChemMedChem,  10  ((1)):  ( 62-67 ).  [PMID:25420874]
6. Michael J Ardolino,James P Morken.  (2015-08-19)  Branched/linear selectivity in palladium-catalyzed allyl-allyl cross-couplings: The role of ligands..  Tetrahedron,  71  ((37)):  (6409-6413).  [PMID:26279591]
7. Matthew H Katcher,Abigail G Doyle.  (2010-11-23)  Palladium-catalyzed asymmetric synthesis of allylic fluorides..  Journal of the American Chemical Society,  132  ((49)):  (17402-17404).  [PMID:21087003]
8. Satoshi Suetsugu,Hiromi Nishiguchi,Chihiro Tsukano,Yoshiji Takemoto.  (2014-01-28)  Asymmetric synthesis of (-)-aurantioclavine via palladium-catalyzed intramolecular allylic amination..  Organic letters,  16  ((3)):  (996-999).  [PMID:24460216]

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