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901163

Sigma-Aldrich

trans-Bis(triethylphosphine)(2,4,6-trimethylphenyl)nickel(II) bromide

≥95%

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Synonym(s):
trans-(PEt3)2Ni(mesityl)Br
Empirical Formula (Hill Notation):
C21H41BrNiP2
CAS Number:
69456-30-0
Molecular Weight:
494.10
UNSPSC Code:
12352200

Assay

≥95%

form

powder or solid

reaction suitability

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

mp

159-164 °C

SMILES string

Br[Ni](C1=C(C)C=C(C)C=C1C)(P(CC)(CC)CC)P(CC)(CC)CC

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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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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.

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