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901169

Sigma-Aldrich

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

Synonym(s):

trans-(PPh2Me)2Ni(o-tolyl)Cl

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About This Item

Empirical Formula (Hill Notation):
C33H33ClNiP2
CAS Number:
1594112-89-6
Molecular Weight:
585.71
UNSPSC Code:
12352200

form

powder or solid

reaction suitability

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

mp

152-157 °C

SMILES string

Cl[Ni](PC([H])([H])[H])(P(C1=C([H])C([H])=C([H])C([H])=C1[H])(C2=C([H])C([H])=C([H])C([H])=C2[H])C([H])([H])[H])C3=C(C([H])([H])[H])C([H])=C([H])C([H])=C3[H].[H]C4=C(C5=C([H])C([H])=C([H])C([H])=C5[H])C([H])=C([H])C([H])=C4[H]

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

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4779
MKCF3678

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Recent advances in homogeneous nickel catalysis.
Tasker S Z, et al.
Nature, 509(7500), 299-299 (2014)
Sarah Z Tasker et al.
Nature, 509(7500), 299-309 (2014-05-16)
Tremendous advances have been made in nickel catalysis over the past decade. Several key properties of nickel, such as facile oxidative addition and ready access to multiple oxidation states, have allowed the development of a broad range of innovative reactions.

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