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901117

Sigma-Aldrich

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

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Synonym(s):
trans-(PCyp3)2Ni(o-tolyl)Cl
Empirical Formula (Hill Notation):
C37H61ClNiP2
CAS Number:
Molecular Weight:
661.97
UNSPSC Code:
12352200

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.

Legal Information

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Articles

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

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

Related Content

Research in the Jamison group is centered on the development of new reactions and technologies for organic synthesis. Towards these themes, the group has pioneered a number of air-stable nickel precatalysts supported by phosphines and N-heterocyclic carbenes that are readily converted to the active catalyst in situ.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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