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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號碼:
分類程式碼代碼:
12352300
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

solid

特點

generation 3

反應適用性

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

mp

150-193 °C (decomposition)

官能基

amine

SMILES 字串

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 密鑰

PQYBJDCHLVJYSD-UHFFFAOYSA-M

一般說明

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。

應用

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

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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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)
Regioselective Synthesis of Benzimidazolones via Cascade C-N Coupling of Monosubstituted Ureas.
Ernst JB, et al.
Organic Letters, 16(14), 3844-3846 (2014)
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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