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Merck

745979

Sigma-Aldrich

tbuttphos Pd G3

96%

别名:

-BuBrettPhos-Pd-G3, [(2-二--丁基膦-3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯)-2-(2′-氨基-1,1′-联苯)] 甲磺酸钯 (II)

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About This Item

经验公式(希尔记法):
C44H62NO5PPdS
分子量:
854.43
MDL號碼:
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

96%

形狀

solid

特點

generation 3

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

119-131 °C

官能基

phosphine

SMILES 字串

COC1=CC=C(C(P(C(C)(C)C)C(C)(C)C)=C1C2=C(C=C(C=C2C(C)C)C(C)C)C(C)C)OC.NC3=C(C=CC=C3)C4=C(C=CC=C4)[Pd]OS(C)(=O)=O

InChI

1S/C31H49O2P.C12H10N.CH4O3S.Pd/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h15-21H,1-14H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI 密鑰

GAQPAUHHECNHNS-UHFFFAOYSA-M

一般說明

tBuBrettPhos Pd G3 是第三代 (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。它具有空气、水分和热稳定性,可溶于多种常见有机溶剂。它具有催化剂用量少、反应时间短、能有效地形成活性物种和精确控制配体钯比等特点。

應用

tBuBrettPhos Pd G3 已被用作在温和反应条件下氨基酸酯与芳基三氟甲磺酸酯的 N -芳基化的预催化剂,且氨基酸酯的消旋作用极小。它也可用于在苯甲醛肟作为氢氧化物替代物存在下催化芳基卤化物转化为酚类。

对于小规模和高通量应用,产品为 ChemBeads (928313)

相關產品

产品编号
说明
价格

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


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分析证书(COA)

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Hailey A Young et al.
The Journal of organic chemistry, 85(3), 1748-1755 (2019-12-04)
Palladium-catalyzed N-arylations of amino acid tert-butyl esters using 4-bromo-N,N-dimethylaniline as a coupling partner are reported. The resulting N-aryl amino acid esters are suitable building blocks for the synthesis of electron-rich N-aryl peptides, which undergo oxidative couplings to aminooxy groups to
Synthesis of Complex Phenols Enabled by a Rationally Designed Hydroxide Surrogate.
Fier PS & Maloney KM
Angewandte Chemie (International Edition in English), 56(16), 4478-4482 (2017)
Sandra M King et al.
Organic letters, 18(16), 4128-4131 (2016-08-09)
A general method for the N-arylation of amino acid esters with aryl triflates is described. Both α- and β-amino acid esters, including methyl, tert-butyl, and benzyl esters, are viable substrates. Reaction optimization was carried out by design of experiment (DOE)

商品

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.

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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