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Merck
CN

938750

GPhos ChemBeads

greener alternative

solid

Synonym(s):

(3-(tert-Butoxy)-2′,6′-diisopropyl-6-methoxy-[1,1′-biphenyl]-2-yl)dicyclohexylphosphane ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C35H53O2P
CAS Number:
2489243-29-8
Molecular Weight:
536.77
UNSPSC Code:
12352100
MDL number:
MFCD32857529
NACRES:
NA.21

Key Documents

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Product Name

GPhos ChemBeads,

InChI key

JKLUIDIKASJZCK-UHFFFAOYSA-N

SMILES string

CC(C(C=CC=C1C(C)C)=C1C2=C(OC)C=CC(OC(C)(C)C)=C2P(C3CCCCC3)C4CCCCC4)C

InChI

1S/C35H53O2P/c1-24(2)28-20-15-21-29(25(3)4)32(28)33-30(36-8)22-23-31(37-35(5,6)7)34(33)38(26-16-11-9-12-17-26)27-18-13-10-14-19-27/h15,20-27H,9-14,16-19H2,1-8H3

Quality Level

100

product line

ChemBeads

form

solid

composition

loading of catalyst, 4-6 wt. %

reaction suitability

reaction type: Cross Couplings, reagent type: catalyst, reagent type: ligand

greener alternative product characteristics

Waste Prevention
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

230-233 °C

functional group

phosphine

greener alternative category

Aligned

Related Categories

General description

GPhos is a Buchwald-type ligand used in various cross-coupling reactions.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Greener Chemistry. ChemBeads are advanced solid-coated beads for high-throughput experimentation in various chemical applications. They enable precise dispensing of solid reagents, allowing researchers to conduct reactions with minimal material use, thus supporting waste prevention and catalysis principles while ensuring accuracy and reproducibility. This technology enhances efficiency and streamlines experimental processes in chemistry. Click here for more information.

Application

GPhos is a dialkylbiaryl monophosphine ligand developed by the Buchwald group for aryl amination reactions. The GPhos Pd oxidative addition complex (OAC) enables room temperature C-N couplings with complex substrates at higher efficiency than previously developed ligands.

Learn more about Buchwald Phosphine Ligands

For general uses, product is also available in powdered form (918008)

Features and Benefits

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.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2269

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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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