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937053

N-XantPhos Pd G4 ChemBeads

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Synonym(s):

(SP-4-4)-[4-(Diphenylphosphino-κP)-6-(diphenylphosphino)-10H-phenoxazine](methanesulfonato-κO)[2′-(methylamino-κN)[1,1′-biphenyl]-2-yl-κC]palladium ChemBeads, 4,6-bis(diphenylphosphanyl)-10H-phenoxazine, [2′-(methylamino)-[1,1′-biphenyl]-2-yl]palladio methanesulfonate ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C50H42N2O4P2PdS
CAS Number:
1878105-23-7
Molecular Weight:
935.31
UNSPSC Code:
12352100

form

solid

Quality Level

100

composition

, 4-6 wt. % (loading)

reaction suitability

reagent type: catalyst

SMILES string

O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH]1C)[P](C=4C=CC=CC4)(C=5C=CC=CC5)C=6C=CC=C7NC8=CC=CC(=C8OC76)P(C=9C=CC=CC9)C=%10C=CC=CC%10)C

InChI

InChI=1S/C36H27NOP2.C13H12N.CH4O3S.Pd/c1-5-15-27(16-6-1)39(28-17-7-2-8-18-28)33-25-13-23-31-35(33)38-36-32(37-31)24-14-26-34(36)40(29-19-9-3-10-20-29)30-21-11-4-12-22-30;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h1-26,37H;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;-1;;+2/p-1

InChI key

LQECMIPINHUTAN-UHFFFAOYSA-M

General description

The ChemBeads product of the N-XantPhos ligand combined with the Buchwald Fourth Generation Palladacycle. It is air, moisture, and thermally-stable and shows good solubility in common organic solvents. Loaded at 5% wt. on glass beads for use in high-throughput expermentation (HTE).

Application

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 (900455 )

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.

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Palladium-Catalyzed C-H Arylation of ?,?-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives.
Li M, et al.
Angewandte Chemie (International Edition in English), 55, 2825-2829 (2016)
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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