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Merck
CN

936995

MorDalPhos Pd G4 ChemBeads

solid

Synonym(s):

[4-[2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino-κP]phenyl]morpholine](methanesulfonato-κO)[2′-(methylamino-κN)[1,1′-biphenyl]-2-yl-κC]palladium ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C44H57N2O4PPdS
CAS Number:
2230788-66-4
Molecular Weight:
847.39
UNSPSC Code:
12352100
NACRES:
NA.21

Key Documents

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Product Name

MorDalPhos Pd G4 ChemBeads,

InChI

1S/C30H42NOP.C13H12N.CH4O3S.Pd/c1-2-4-28(27(3-1)31-5-7-32-8-6-31)33(29-15-21-9-22(16-29)11-23(10-21)17-29)30-18-24-12-25(19-30)14-26(13-24)20-30;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h1-4,21-26H,5-20H2;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;;;+1/p-1/t21-,22+,23-,24-,25?,26?,29-,30-,33?;;;

InChI key

VWMHZTMMTNRWLL-WPZLEGKQSA-M

SMILES string

CNC1=CC=CC=C1C2=C([Pd]OS(C)(=O)=O)C=CC=C2.COCCNC3=CC=CC=C3P([C@]45C[C@H]6C[C@H](C[C@H](C6)C5)C4)[C@]78C[C@H]9C[C@H](C[C@H](C9)C8)C7

Quality Level

100

product line

ChemBeads

form

solid

composition

, 4-6 wt. % (loading)

reaction suitability

reagent type: catalyst

Related Categories

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 (900276 )

General description

The ChemBeads product of the powerful MorDalPhos ligand for classic cross-coupling reactions combined with the Buchwald Fourth Generation Palladacycle. Bench stable, soluble in most organic solvents. Loaded on glass beads for use in high-throughput expermentation (HTE).

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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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