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Merck
CN

756482

Sigma-Aldrich

氯[(三-TERT-三丁基膦)-2-(2-氨基联苯)]钯(II)

别名:

氯[(三--丁基膦)-2-(2-氨基联苯)]钯(II)

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About This Item

经验公式(希尔记法):
C24H37ClNPPd
分子量:
512.40
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

表单

solid

质量水平

特点

generation 2

反应适用性

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
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 type: Cross Couplings

mp

167-170 °C (decomposition)

官能团

phosphine

SMILES字符串

NC1=C(C2=CC=CC=C2[Pd]Cl)C=CC=C1.CC(C)(C)P(C(C)(C)C)C(C)(C)C

InChI

1S/C12H10N.C12H27P.ClH.Pd/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-10(2,3)13(11(4,5)6)12(7,8)9;;/h1-6,8-9H,13H2;1-9H3;1H;/q;;;+1/p-1

InChI key

ZVSLIOFJVMRWHJ-UHFFFAOYSA-M

相关类别

一般描述

P(t-Bu)3 Pd G2(氯[(三--丁基膦)-2-(2-氨基联苯基)]钯(II))是一种含有联苯基配体的第二代(G2)预催化剂。该产品可参与多种钯催化的交叉偶联反应,C-C、C-N和C-O键形成反应,以及Suzuki-Miyaura偶联反应。它在室温下在弱磷酸盐或碳酸盐碱存在下可产生活性Pd催化剂。研究人员已经提出将其用作芳基卤化物(溴化物和氯化物)的Stille反应中的活性催化剂。

应用

P(t-Bu)3 Pd G2(氯[(三--丁基膦)-2-(2-氨基联苯)]钯(II),Pd/P(t-Bu)3)可用作以下研究中的催化剂:
  • 通过芳基氯化物的交叉偶联反应,进行空间位阻联芳基(四邻位-取代)的合成。
  • 芳基氯化物的Stille交叉偶联反应。
  • 通过Stille交叉偶联反应合成氯代肽I。
  • Heck反应。
  • Negishi交叉偶联反应。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Gregory C Fu
Accounts of chemical research, 41(11), 1555-1564 (2008-10-25)
Metal-catalyzed coupling reactions of aryl electrophiles with organometallics and with olefins serve as unusually effective tools for forming new carbon-carbon bonds. By 1998, researchers had developed catalysts that achieved reactions of aryl iodides, bromides, and triflates. Nevertheless, many noteworthy challenges
Adam F Littke et al.
Journal of the American Chemical Society, 124(22), 6343-6348 (2002-05-30)
Pd/P(t-Bu)(3) serves as an unusually reactive catalyst for Stille reactions of aryl chlorides and bromides, providing solutions to a number of long-standing challenges. An unprecedented array of aryl chlorides can be cross-coupled with a range of organotin reagents, including SnBu(4).

商品

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

All contents in the foil bag are weighed, plated, packed, and sealed in a glove box under nitrogen.

相关内容

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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