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901166

Sigma-Aldrich

cis-[2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl](2-methylphenyl)nickel(II) chloride

Sinonimo/i:

cis-((S)-BINAP)Ni(o-tolyl)Cl

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About This Item

Formula empirica (notazione di Hill):
C51H39ClNiP2
Numero CAS:
Peso molecolare:
807.95
Codice UNSPSC:
12161600
NACRES:
NA.22

Forma fisica

powder or solid

Livello qualitativo

Impiego in reazioni chimiche

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

Punto di fusione

>300 °C

Stringa SMILE

Cl[Ni]1(P(C2=C([H])C([H])=C([H])C([H])=C2[H])(C3=C([H])C([H])=C([H])C([H])=C3[H])C(C([H])=C4[H])=[C@@]([C@@]5=C(P1(C6=C([H])C([H])=C([H])C([H])=C6[H])C7=C([H])C([H])=C([H])C([H])=C7[H])C([H])=C([H])C8=C5C([H])=C([H])C([H])=C8[H])C9=C4C([H])=C([H])C([H])=C

Applicazioni

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.

Note legali

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

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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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.

Articoli

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.

Contenuto correlato

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.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.