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Merck
CN

747130

Sigma-Aldrich

Josiphos SL-J009-1 Pd G3

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别名:
Josiphos SL-J009-1-G3-环钯配合物, {(R)-1-[(Sp)-2-(二环己基膦基)二茂铁基]乙基二-叔丁基膦}[2-(2′-氨基-1,1′-联苯基)]钯(II) 甲磺酸盐
经验公式(希尔记法):
C45H65FeNO3P2PdS
分子量:
924.28
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 3

反应适用性

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

mp

180-186 °C

官能团

phosphine

SMILES字符串

NC1=C(C=CC=C1)C2=C([Pd]OS(C)(=O)=O)C=CC=C2.C[C@@H](P(C(C)(C)C)C(C)(C)C)[C]3[C](P(C4CCCCC4)C5CCCCC5)[C][C][C]3.[C]6[C][C][C][C]6.[Fe]

InChI

1S/C27H47P2.C12H10N.C5H5.CH4O3S.Fe.Pd/c1-21(29(26(2,3)4)27(5,6)7)24-19-14-20-25(24)28(22-15-10-8-11-16-22)23-17-12-9-13-18-23;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-2-4-5-3-1;1-5(2,3)4;;/h14,19-23H,8-13,15-18H2,1-7H3;1-6,8-9H,13H2;1-5H;1H3,(H,2,3,4);;/q;;;;;+1/p-1/t21-;;;;;/m1...../s1

InChI key

GJFJVCUFUWXFEB-RPDSBUJNSA-M

一般描述

Josiphos SL-J009-1 Pd G3(Josiphos SL-J009-1-G3-环钯配合物)是改良型G3预催化剂(G3′)。它由Buchwald和同事利用第二代(G2)预催化剂,通过联苯骨架上的氨基的甲基化反应合成的。它是各种交叉偶联反应的有效催化剂。G3预催化剂是一种通用催化剂。它们可长期以溶液形式储存,并且易溶于各种有机溶剂。G3-预催化剂已被用于各种C-N键形成反应。

应用


  • Total Syntheses of N-Paspaline and N-Emindole PB: Discusses the use of various catalysts including RuPhos and Josiphos ligands for synthesizing complex molecular structures (Radical-Polar Crossover Cyclizations, 2020).

  • Unprotected Indazoles Are Resilient to Ring-Opening Isomerization: A Case Study on Catalytic C-S Couplings in the Presence of Strong Base: Utilizes Josiphos SL-J009-1 Pd-G3 for catalytic C-S coupling reactions under strong base conditions (The Journal of Organic Chemistry, 2017).

  • Synthesis and characterization of an isopropylBippyPhos precatalyst: Compares various phosphine ligands including XPhos and Josiphos for catalytic activity in organic syntheses (Tetrahedron, 2022).

  • Novel quorum sensing inhibitors targeting PqsR: Mentions the experimental use of Josiphos ligands in the synthesis of potential pharmaceutical compounds (2020, University of Saarland).

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


分析证书(COA)

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2-Aminobiphenyl Palladacycles: The ?Most Powerful? Precatalysts in C-C and C-Heteroatom Cross-Couplings.
Bruneau A, et al.
ACS Catalysis, 5(2), 1386-1396 (2015)

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.

G3和G4 Buchwald预催化剂是一类最新的空气、湿度和热稳定型交叉偶联复合物,可用于键形成以实现其多功能性和高反应性。

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