MilliporeSigma
All Photos(2)

Documents

900943

Sigma-Aldrich

Chloro(4-cyanophenyl)[(R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldicyclohexylphosphine]nickel(II)

Sign Into View Organizational & Contract Pricing

Synonym(s):
SK-J003-1n
Empirical Formula (Hill Notation):
C43H60ClFeNNiP2
CAS Number:
Molecular Weight:
802.88

form

powder or solid

Quality Level

reaction suitability

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

SMILES string

Cl[Ni+2]C1=CC=C(C#N)C=C1.C[C@@H](P(C2CCCCC2)C3CCCCC3)[C]4[C][C][C][C]4P(C5CCCCC5)C6CCCCC6.[C]7[C][C][C][C]7.[Fe]

Compare Similar Items

View Full Comparison

Show Differences

Application

Amination of aryl chlorides, bromides and sulfonates with ammonia. Amination of aryl carbamates with ammonia or ammonium salts.

signalword

Warning

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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)
Nickel?Catalyzed Monoarylation of Ammonia.
Borzenko A, et al.
Angewandte Chemie (International Edition in English), 54(12), 3773-3777 (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)
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.

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

Contact Technical Service