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Merck
CN

940097

SPho Pd G2

new

别名:

SPhos-Pd-G2, 氯(2-二环己基膦-2′,6′-二甲氧基-1,1′-联苯)[2-(2′-氨基-1,1′-联苯)] 钯(II), 第二代 SPhos 预催化剂

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About This Item

经验公式(希尔记法):
C38H45ClNO2PPd
分子量:
720.62
MDL编号:
UNSPSC代码:
12352100

形式

solid

质量水平

组成

loading, 4-6 wt. %

mp

218 °C (dec.)

SMILES字符串

COC1=CC=CC(OC)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C=CC=C2.NC5=C(C6=C([Pd]Cl)C=CC=C6)C=CC=C5

InChI

1S/C26H35O2P.C12H10N.ClH.Pd/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h9-11,16-21H,3-8,12-15H2,1-2H3;1-6,8-9H,13H2;1H;/q;;;+1/p-1

InChI key

NOMWEFBAPVZIIP-UHFFFAOYSA-M

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一般描述

The ChemBeads product of SPhos Pd G2, a second generation (G2) precatalyst in which phenethylamine based backbone of the (G1) complex is substituted with a biphenyl-based ligand. This improvement on the previous generation allows creating the active palladium species at room temperature with weak phosphate or carbonate bases. The catalyst proves remarkably adept at achieving a variety of Suzuki-Miyaura couplings among other cross-coupling reactions.s. Loaded on glass beads for use in high-throughput expermentation (HTE).

应用

Application in Suzuki-Miyaura coupling:


Self-arylation of 1-alkyl-3-bromo-2-phenyl-2,1-borazaronaphthalenes to form 2,1-borazaronaphthols.


Suzuki–Miyaura coupling of β-borylated porphyrins with 2-iodoaniline.


Suzuki-Miyaura cross-coupling of unprotected, nitrogen-rich heterocycles.


The cyanomethylation of (hetero)aryl halides or triflates as a tandem reaction for the synthesis of DNA-encoded libraries.[4] (37677078)

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

For general uses, product is also available in powdered form 753009

相关产品

产品编号
说明
价格

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Bryan T Ingoglia et al.
Tetrahedron, 75(32), 4199-4211 (2020-01-04)
Over the past three decades, Pd-catalyzed cross-coupling reactions have become a mainstay of organic synthesis. In particular, catalysts derived from biaryl monophosphines have shown wide utility in forming C-N bonds under mild reaction conditions. This work summarizes a variety of
Noah P Tu et al.
Angewandte Chemie (International ed. in English), 58(24), 7987-7991 (2019-03-21)
Technologies that enable rapid screening of diverse reaction conditions are of critical importance to methodology development and reaction optimization, especially when molecules of high complexity and scarcity are involved. The lack of a general solid dispensing method for chemical reagents
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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