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Merck
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文件

718750

Sigma-Aldrich

BrettPhos Pd G1有机钯化合物

may contain up to 1 mole equivalent of MTBE, 97%

别名:

BrettPhos 环钯配合物, BrettPhos 预催化剂, 氯[2-（二环己基膦基）-3,6-二甲氧基-2′,4′, 6′-三异丙基-1,1′- 联苯] [2-（2-氨基乙基）苯基]钯（II）, （BrettPhos）钯（II）苯乙胺氯化物

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About This Item

经验公式（希尔记法）:
C43H63ClNO2PPd
分子量:
798.81
分類程式碼代碼:
12161600
PubChem物質ID:
329763603
NACRES:
NA.22

品質等級

100

化驗

97%

形狀

solid

特點

generation 1

反應適用性

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

198-204 °C

官能基

phosphine

SMILES 字串

COC(C)(C)C.NCCc1ccccc1[Pd]Cl.COc2ccc(OC)c(c2P(C3CCCCC3)C4CCCCC4)-c5c(cc(cc5C(C)C)C(C)C)C(C)C

InChI

1S/C35H53O2P.C8H10N.C5H12O.ClH.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;9-7-6-8-4-2-1-3-5-8;1-5(2,3)6-4;;/h19-25,27-28H,9-18H2,1-8H3;1-4H,6-7,9H2;1-4H3;1H;/q;;;;+1/p-1

InChI 密鑰

OWHWOTGYDWMPCA-UHFFFAOYSA-M

相关类别

一般說明

BrettPhos Pd G1 是 Buchwald 第一代（G1）环钯配合物预催化剂，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。G1 预催化剂中活性 Pd（0）物质的形成是很容易的，仅需用碱进行去质子化即可。即使在低至 -40℃ 的温度下，所得催化剂也是非常活泼的，并且可以用于各种交叉偶联实验方案。

應用

钯催化交叉偶联反应应用指南

用于催化：
  • 无保护 3-卤代-2-氨基吡啶与伯胺和仲胺的 C,N-交叉偶联
  • 胺化反应
  • N-氨基苯酚的芳基化

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

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

標靶器官

Respiratory system

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

分析证书(COA)

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David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon

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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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