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Merck
CN

638080

tBuXPhos

greener alternative

98%, solid

别名:

tBuXPhos, -丁基 XPhos

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关于此项目

经验公式(希尔记法):
C29H45P
化学文摘社编号:
分子量:
424.64
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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产品名称

tBuXPhos, 98%

SMILES string

CC(P(C(C=CC=C1)=C1C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)C(C)(C)C)(C)C

assay

98%

form

solid

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carboxylations, reagent type: ligand
reaction type: Decarboxylations

greener alternative product score

old score: 12
new score: 1
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

148-151 °C (lit.)

functional group

phosphine

greener alternative category

Quality Level

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General description

tBuXPhos [2-二--丁基膦基-2′,4′,6′-三异丙基联苯]是由 Buchwald集团开发的空气稳定的富电子二芳基膦配体,用于增强交叉偶联反应中钯催化的反应性。
我们竭诚为您带来满足绿色替代产品四大类别要求的替代产品。本品属于重新设计产品类别,在“原子经济性”、“使用可再生原料”和“节能设计”绿色化学原则方面取得了重大改进。 单击此处查看其 DOZN 记分卡。

了解有关 Buchwald 膦配体的更多信息

Application

tBuXPhos 已用于制备 [tBuXPhosAu(MeCN)] BAr4F,是末端芳基烷与取代烯烃的分子间 [2 + 2] 环加成反应,形成具有高区域选择性的官能化环丁烯的金催化剂。
tBuXPhos 是 Pd 催化的 C-O 和 C-N 键形成的配体。
它可用于以下反应:
  • 钯催化的 Tsuji-Trost 取代和苄基氟化物的交叉偶联。
  • 钯催化的亚磺酰胺和芳基卤化物的 C-N 交叉偶联。
  • 钯催化的溴 - 溴查耳酮的快速甲氧基化和氘代甲氧基化。

Legal Information

使用涉及的专利号:EP 1097158;JP 5758844;CA 2336691

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Palladium-catalyzed substitution and cross-coupling of benzylic fluorides.
Blessley G, et al.
Organic Letters, 14(11), 2754-2757 (2012)
Arkaitz Correa et al.
Journal of the American Chemical Society, 131(44), 15974-15975 (2009-11-06)
A novel protocol for the direct carbon dioxide insertion (CO(2)) into aryl halides in a catalytic manner is presented herein. Unlike other carboxylation methods using CO(2), there is no need for the synthesis of the corresponding organometallic intermediates. Additionally, and
Palladium?Catalyzed Rapid Methoxylation and Deuteriomethoxylation of Bromo?chalcones: Uncovering the Catalytic Activity of the Pd/tBuXPhos Catalyst System.
Rangarajan T M, et al.
ChemistrySelect, 1(21), 6894-6901 (2016)
Palladium-Catalyzed C?N Cross Coupling of Sulfinamides and Aryl Halides.
Sun X, et al.
The Journal of Organic Chemistry, 77(9), 4454-4459 (2012)
Intermolecular [2+ 2] Cycloaddition of Alkynes with Alkenes Catalyzed by Gold (I).
de Orbe ME and Echavarren AM.
Organic Syntheses, 93, 115-126 (2016)

商品

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

Buchwald Phosphine Ligands

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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