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Merck
CN

901117

trans-Bis(tricyclopentylphosphine)(2-methylphenyl)nickel(II) chloride

Synonym(s):

trans-(PCyp3)2Ni(o-tolyl)Cl

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About This Item

Empirical Formula (Hill Notation):
C37H61ClNiP2
CAS Number:
1594112-85-2
Molecular Weight:
661.97
UNSPSC Code:
12352200

Key Documents

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form

powder or solid

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

mp

156-161 °C

SMILES string

CC1=[C-]C=CC=C1.P(C2CCCC2)(C3CCCC3)C4CCCC4.P(C5CCCC5)(C6CCCC6)C7CCCC7.[Ni+2].[Cl-]

Application

The following Ni complex is an air-stable precatalyst for various Ni-catalyzed reactions which normally require Ni(cod)2, however, this precatalyst will not require any glovebox or schlenk techniques that must be followed with Ni(cod)2. Rates are enhanced and selectivity is maintained when compared to the same reaction with Ni(cod)2.

Other Notes

Legal Information

Patent application PCT/US2014/064565. Sold under license from the Massachusetts Institute of Technology.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF3677

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Synthesis of star polymers using organocatalyzed atom transfer radical polymerization through a core-first approach.
Buss B L, et al.
Polym. Chem., 9(13), 1658-1665 (2018)
Impact of Light Intensity on Control in Photoinduced Organocatalyzed Atom Transfer Radical Polymerization.
Ryan M D, et al.
Macromolecules, 50(12), 4616-4622 (2017)

Articles

Jamison Nickel (II) Precatalysts

The Jamison group has developed a library of bench-stable phosphine-containing nickel(II) precatalysts that are converted into active catalysts in situ.

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

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Jamison Group – Professor Product Portal

Jamison group focuses on new reaction development for organic synthesis, pioneering air-stable nickel precatalysts.

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