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938750

Sigma-Aldrich

GPhos ChemBeads

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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:
Molecular Weight:
536.77
MDL number:
UNSPSC Code:
12352100

form

solid

Quality Level

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

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

General description

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

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.

related product

Product No.
Description
Pricing

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
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

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