Merck
CN

761605

Sigma-Aldrich

BrettPhos Pd G3

98%

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别名:
[(2-二-环己基膦基-3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯基)-2-(2′-氨基-1,1′-联苯基)]甲磺酸钯 (II) 甲磺酸酯
Empirical Formula (Hill Notation):
C48H66NO5PPdS
分子量:
906.50
MDL编号:
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

reaction suitability

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

mp

150-193 °C (decomposition)

官能团

amine

SMILES string

CS(=O)(O[Pd]c1c(c2c(N)cccc2)cccc1)=O.COc3c(P(C4CCCCC4)C5CCCCC5)c(c6c(C(C)C)cc(C(C)C)cc6C(C)C)c(OC)cc3

InChI

1S/C35H53O2P.C12H10N.CH4O3S.Pd/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h19-25,27-28H,9-18H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

PQYBJDCHLVJYSD-UHFFFAOYSA-M

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762229745979804355
BrettPhos Pd G3 98%

Sigma-Aldrich

761605

BrettPhos Pd G3

tBuXPhos Pd G3 98%

Sigma-Aldrich

762229

t BuXPhos Pd G3

tBuBrettPhos Pd G3 96%

Sigma-Aldrich

745979

tbuttphos Pd G3

BrettPhos Pd G4

Sigma-Aldrich

804355

BrettPhos Pd G4

form

solid

form

solid

form

solid

form

powder

reaction suitability

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

reaction suitability

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

reaction suitability

-

reaction suitability

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

150-193 °C (decomposition)

mp

130-140 °C

mp

119-131 °C

mp

-

feature

generation 3

feature

generation 3

feature

generation 3

feature

generation 4

functional group

amine

functional group

phosphine

functional group

phosphine

functional group

phosphine

一般描述

BrettPhos Pd G3是第三代(G3)Buchwald预催化剂。它具有空气、水分和热稳定性,可溶于多种常见有机溶剂。它在溶液中的使用寿命很长。BrettPhos Pd G3是Buchwald-Hartwig交叉偶联反应的优异试剂。其独有特征包括催化剂负载量低、反应时间短、有效形成催化物质以及精确控制配体:钯比率。

应用

BrettPhos Pd G3可用于单取代脲和1,2二卤代芳族体系之间的C-N偶联反应,生成苯并咪唑酮。
可用于合成下列化合物:
  • 与[(肉桂基)PdCl]2和AgOTf反应生成[Pd(肉桂基)(BrettPhos)]OTf。
  • 与[(巴豆基)PdCl]2和AgOTf反应生成[Pd(巴豆基)(BrettPhos)]OTf。
  • 与[(烯丙基)PdCl]2和AgOTf反应生成[Pd(烯丙基)(BrettPhos)]OTf。
  • 与[(烯丙基)PdCl]2反应生成Pd(烯丙基)(BrettPhos)Cl。
对于小规模和高通量用途,产品为ChemBeads(928321

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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示例

T1503
货号
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25G
包装规格/数量

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1000309185

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Ernst JB, et al.
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Generating Active ?L-Pd (0)? via Neutral or Cationic Π-Allylpalladium Complexes Featuring Biaryl/Bipyrazolylphosphines: Synthetic, Mechanistic, and Structure-Activity Studies in Challenging Cross-Coupling Reactions.
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商品

Scale-Up Guide: Buchwald-Hartwig Amination Reaction

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.

Scale-Up Guide: Buchwald-Hartwig Amination Reaction

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.

KitAlysis™ C-N (Buchwald-Hartwig) High-Throughput Screening Kit

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

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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相关内容

Buchwald Group – Professor Product Portal

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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