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Merck
CN

937118

QPhos Pd G3 ChemBeads

solid

Synonym(s):

QPhos G3 Palladacycle ChemBeads, QPhos Palladacycle ChemBeads, [2′-(Amino-κN)[1,1′-biphenyl]-2-yl-κC][1′-[bis(1,1-dimethylethyl)phosphino]-1,2,3,4,5-pentaphenylferrocene](methanesulfonato-κO)palladium ChemBeads

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About This Item

Empirical Formula (Hill Notation):
C61H60FeNO3PPdS
CAS Number:
2021255-91-2
Molecular Weight:
1080.44
MDL number:
MFCD32215369
UNSPSC Code:
12352100
NACRES:
NA.21

Key Documents

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Product Name

QPhos Pd G3 ChemBeads,

SMILES string

O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH2]1)[P](C(C)(C)C)(C(C)(C)C)[C-]45[CH]6=[CH]7[CH]8=[CH]4[Fe+2]7869%10%11%125C=%13(C=%14C=CC=CC%14)C%12(C=%15C=CC=CC%15)=C%11(C=%16C=CC=CC%16)[C-]%10(C=%17C=CC=CC%17)C%139C=%18C=CC=CC%18)C

InChI

InChI=1S/C35H25.C13H22P.C12H10N.CH4O3S.Fe.Pd/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;;/h1-25H;7-10H,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);;/q3*-1;;2*+2/p-1

InChI key

NNVAEYGNFLUPRU-UHFFFAOYSA-M

Quality Level

100

product line

ChemBeads

form

solid

composition

, 4-6 wt. % (loading)

reaction suitability

reagent type: catalyst
reagent type: ligand

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 903027

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

The ChemBeads product of the QPhos ligand combined with the Buchwald third Generation Palladacycle. Loaded at 5% wt. on glass beads for use in high-throughput expermentation (HTE). QPhos Pd G3 has been used in:

  • The synthesis of complex druglike moleucle via Negisihi couplings using a high-throughput experimentation approach.[1]
  • The regioselective arylboration of isoprene using cooperative Pd/Cu catalysis.[2]
  • The total synthesis of Phainanoid A and its synthetic analogues.[3][4]

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW8518

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Bidirectional Total Synthesis of Phainanoid A via Strategic Use of Ketones
Xie J, et al.
Journal of the Chemical Society, 143(46), 19311-19316 (2021)
Jiaxin Xie et al.
Journal of the American Chemical Society, 145(8), 4828-4852 (2023-02-18)
Here, we report our detailed efforts toward the synthesis of phainanoids, a novel class of dammarane-type triterpenoids with potent immunosuppressive activities and unique structural features. Systematic model studies have been carried out, and efficient approaches have been established to construct
Kevin B Smith et al.
Journal of the American Chemical Society, 139(23), 7721-7724 (2017-06-06)
A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows
Thomas J Greshock et al.
Angewandte Chemie (International ed. in English), 55(44), 13714-13718 (2016-10-22)
The reactivity of a representative set of 17 organozinc pivalates with 18 polyfunctional druglike electrophiles (informers) in Negishi cross-coupling reactions was evaluated by high-throughput experimentation protocols. The high-fidelity scaleup of successful reactions in parallel enabled the isolation of sufficient material
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
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