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Merck

747130

Sigma-Aldrich

Josiphos SL-J009-1 Pd G3

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

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About This Item

经验公式(希尔记法):
C45H65FeNO3P2PdS
分子量:
924.28
MDL號碼:
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22

形狀

solid

品質等級

特點

generation 3

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

mp

180-186 °C

官能基

phosphine

SMILES 字串

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 密鑰

GJFJVCUFUWXFEB-RPDSBUJNSA-M

相关类别

一般說明

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。

應用


  • N-Paspaline和N-Emindole PB的全合成: 讨论如何使用包括 RuPhos 和 Josiphos 配体在内的各种催化剂合成复杂分子结构(Radical-Polar Crossover Cyclizations, 2020)。

  • 无保护吲唑对开环异构化的耐受性:前处理中催化C-S偶联的案例研究: 利用Josiphos SL-J009-1 Pd-G3在强碱条件下催化C-S偶联反应(The Journal of Organic Chemistry, 2017)。

  • 异丙基BippyPhos预催化剂的合成与表征: 比较各种磷化氢配体,包括XPhos和Josiphos在有机合成中的催化活性(Tetrahedron, 2022)。

  • 新型PqsR群体感应抑制剂: 介绍Josiphos配体在潜在药物化合物合成中的实验使用(2020, University of Saarland)。

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

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

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