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Merck
CN

756482

Sigma-Aldrich

氯[(三-TERT-三丁基膦)-2-(2-氨基联苯)]钯(II)

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别名:
氯[(三--丁基膦)-2-(2-氨基联苯)]钯(II)
经验公式(希尔记法):
C24H37ClNPPd
分子量:
512.40
MDL编号:
UNSPSC代码:
12352300
PubChem化学物质编号:
NACRES:
NA.22

形式

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

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


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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).
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

商品

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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