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Merck
CN

763403

Sigma-Aldrich

RuPhos Pd G3

98%

别名:

RuPhos-G3-环钯, RuPhos-Pd-G3, (2-二环己基膦基-2′,6′-二异丙氧基-1,1′-联苯)[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):
C43H56NO5PPdS
分子量:
836.37
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

形式

solid

特点

generation 3

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

188-196 °C (decomposition)

官能团

phosphine

SMILES字符串

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CC(C)Oc3cccc(OC(C)C)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6

InChI

1S/C30H43O2P.C12H10N.CH4O3S.Pd/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h11-13,18-25H,5-10,14-17H2,1-4H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

AXZLIMCJMPNFFU-UHFFFAOYSA-M

一般描述

RuPhos Pd G3是一种 第三代(G3) Buchwald 预催化剂,可用于交叉偶联反应,形成C-C、C-N、C-O、C-F、C-CF3和C-S键。它对空气、水分和热均具有稳定性,并且可溶于多种常见有机溶剂。它的一些独特特征包括:催化剂负荷低、反应时间短、活性催化物质的有效形成和配体钯比的精确控制。

应用

RuPhos Pd G3可用作以下实验方案中的预催化剂:
  • 5--甲苯磺酰三唑与芳基硼酸进行的钯催Suzuki偶联,以合成1,5-二取代四唑。
  • N-甲基咪唑二乙酸(MIDA)-硼酸单体存在的情况下,3-烷基噻吩进行Suzuki-Miyaura催化剂转移缩聚(SCTP)。
  • 氨基噻吩的Suzuki-Miyaura-交叉偶联。
对于小规模和高通量用途,产品为ChemBeads (928283)。

象形图

Exclamation mark

警示用语:

Warning

危险分类

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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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3-Cyanoallyl boronates are versatile building blocks in the synthesis of polysubstituted thiophenes.
Shao W, et al.
Chemical Science, 8(6), 4431-4436 (2017)
A Rational Design of Highly Controlled Suzuki-Miyaura Catalyst-Transfer Polycondensation for Precision Synthesis of Polythiophenes and their Block Copolymers: Marriage of Palladacycle Precatalysts with MIDA-boronates.
Seo KB, et al.
Journal of the American Chemical Society (2018)
Preparation of highly functionalized 1, 5-disubstituted tetrazoles via palladium-catalyzed Suzuki coupling.
Hennessy EJ, et al.
Tetrahedron Letters, 58(17), 1709-1713 (2017)

商品

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。

G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

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