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Merck
CN

938750

GPhos ChemBeads

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

mp

230-233 °C

functional group

phosphine

Related Categories

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.

General description

GPhos is a Buchwald-type ligand used in various cross-coupling reactions.

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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