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900941

Sigma-Aldrich

Chloro(4-cyanophenyl)[(R)-1-[(S)-2-[bis(4-fluorophenyl]phosphino]ferrocenyl]ethyldi-tert-butylphosphine]nickel(II)

≥95%

Synonym(s):

SK-J014-1n

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About This Item

Empirical Formula (Hill Notation):
C39H42ClF2FeNNiP2
CAS Number:
2049086-37-3
Molecular Weight:
774.69
UNSPSC Code:
12352103
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

powder or solid

reaction suitability

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

SMILES string

CC(C)(C)P(C(C)(C)C)C[C]1[C][C][C][C]1P(C2=CC=C(F)C=C2)C3=CC=C(F)C=C3.Cl[Ni]C4=CC=C(C#N)C=C4.[C]5[C][C][C][C]5.[Fe]

Related Categories

Application

Amination of functionalized aryl chlorides with ammonia and ammonium salts.

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2 - Skin Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ni?Catalyzed Amination Reactions: An Overview.
Marin M, et al.
Chemical Record, 16(4), 1819-1832 (2016)
Nickel?Catalyzed Amination of Aryl Chlorides with Ammonia or Ammonium Salts.
Green R A and Hartwig J F
Angewandte Chemie (International Edition in English), 54(12), 3768-3772 (2015)
Evaluating 1, 1?-Bis (phosphino) ferrocene Ancillary Ligand Variants in the Nickel-Catalyzed C?N Cross-Coupling of (Hetero) aryl Chlorides.
Clark J S, et al.
Organometallics, 36(3), 679-686 (2017)
Nickel?Catalyzed Monoarylation of Ammonia.
Borzenko A, et al.
Angewandte Chemie (International Edition in English), 54(12), 3773-3777 (2015)
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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