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Merck

761605

Sigma-Aldrich

BrettPhos Pd G3

98%

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

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About This Item

经验公式(希尔记法):
C48H66NO5PPdS
分子量:
906.50
MDL编号:
UNSPSC代码:
12352300
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

方案

98%

表单

solid

特点

generation 3

反应适用性

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字符串

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

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。[1][2]
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。[3]
  • 与[(巴豆基)PdCl]2和AgOTf反应生成[Pd(巴豆基)(BrettPhos)]OTf。[3]
  • 与[(烯丙基)PdCl]2和AgOTf反应生成[Pd(烯丙基)(BrettPhos)]OTf。[3]
  • 与[(烯丙基)PdCl]2反应生成Pd(烯丙基)(BrettPhos)Cl。[3]
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


历史批次信息供参考:

分析证书(COA)

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Regioselective Synthesis of Benzimidazolones via Cascade C-N Coupling of Monosubstituted Ureas.
Ernst JB, et al.
Organic Letters, 16(14), 3844-3846 (2014)
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.
DeAngelis AJ, et al.
The Journal of Organic Chemistry, 80(13), 6794-6813 (2015)
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.

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.

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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.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.

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