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Merck
CN

718742

Sigma-Aldrich

2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯

greener alternative

98%

别名:

BrettPhos

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About This Item

经验公式(希尔记法):
C35H53O2P
分子量:
536.77
MDL编号:
UNSPSC代码:
12352112
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

形式

solid

反应适用性

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Fluorinations

环保替代产品得分

old score: 8
new score: 1
Find out more about DOZN™ Scoring

环保替代产品特性

Waste Prevention
Atom Economy
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

187-195 °C

官能团

phosphine

环保替代产品分类

SMILES字符串

COc1c(P(C2CCCCC2)C3CCCCC3)c(c4c(C(C)C)cc(C(C)C)cc4C(C)C)c(OC)cc1

InChI

1S/C35H53O2P/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/h19-25,27-28H,9-18H2,1-8H3

InChI key

WDVGNXKCFBOKDF-UHFFFAOYSA-N

一般描述

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“防止废弃物”、“原子经济性””和“节能设计”绿色化学原则方面取得了重大进步。 点击此处查看其DOZN记分卡。

应用

BrettPhos是由 Buchwald 研究组开发的二烷基二芳基膦配体。与其他催化体系相比,它可以更有效地促进交叉偶联反应并显示出更高的反应性。
它可以用于:
  • 钯催化的芳基氯化物的三氟甲基化
  • Buwald-Hartwig氨基化
  • 通过Buchwald方法,合成4-芳基和烷基取代的 N6-烷基化-3,6-二氨基哒嗪
对于小规模和高通量应用,该产品也可作为ChemBeads产品提供(928348

特点和优势

  • 白色结晶固体
  • 空气和水分稳定
  • 热稳定
  • 高效
  • 广泛的官能团耐受性
  • 优异的选择性和转化率

储存分类代码

11 - Combustible Solids

WGK

nwg

闪点(°F)

Not applicable

闪点(°C)

Not applicable


分析证书(COA)

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T M Rangarajan et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(44), 14218-14225 (2014-09-23)
We report an unprecedented BrettPhos ligand supported Pd-catalyzed CO bond-forming reaction of activated aryl halides with primary fluoroalkyl alcohols. We demonstrate that the Phosphine ligand (BrettPhos) possesses the property of altering the mechanistic pathway of reductive elimination from nucleophile to
Multi-kilo delivery of AMG 925 featuring a Buchwald?Hartwig amination and processing with insoluble synthetic intermediates.
Affouard C, et al.
Organic Process Research & Development, 19(3), 476-485 (2015)
The palladium-catalyzed trifluoromethylation of aryl chlorides.
Cho EJ, et al.
Science, 328(5986), 1679-1681 (2010)
Facile synthesis of 4-aryl and alkyl substituted, N 6-alkylated pyridazine-3, 6-diamines.
Wlochal J & Bailey A.
Tetrahedron Letters, 56(48), 6791-6794 (2015)
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

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.

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