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(dppf)Ni(o-tolyl)Cl

Name: (dppf)Ni(<I>o</I>-tolyl)Cl
Brand: ALDRICH

Synonym(s):

Buchwald Ni Catalyst

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About This Item

Empirical Formula (Hill Notation):

C₄₁H₃₅ClFeNiP₂

CAS Number:

1501945-23-8

Molecular Weight:

739.66

MDL number:

MFCD28411349

UNSPSC Code:

12161600

PubChem Substance ID:

329768766

NACRES:

NA.22

Assay

95%

Quality Level

100

form

powder

reaction suitability

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

mp

173 °C

storage temp.

2-8°C

SMILES string

CC1=CC=CC=C1[Ni]Cl.[C]2(P(C3=CC=CC=C3)C4=CC=CC=C4)[C][C][C][C]2.[C]5(P(C6=CC=CC=C6)C7=CC=CC=C7)[C][C][C][C]5.[Fe]

InChI

1S/2C17H14P.C7H7.ClH.Fe.Ni/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-7-5-3-2-4-6-7;;;/h2*1-14H;2-5H,1H3;1H;;/q;;;;;+1/p-1

InChI key

LGLPATFHWYLMCO-UHFFFAOYSA-M

Related Categories

Cross-Coupling Catalysts

Nickel Catalysts

Transition Metal Catalysts

General description

(dppf)Ni(o-tolyl)Cl is an air stable reagent. Its crystal structure has been investigated by X-ray studies. (dppf)Ni(o-tolyl)Cl can be prepared from (Ph₃P)₂Ni(o-tolyl)Cl. It is widely employed as a precatalyst for various C-N bond formation reactions. Efficacy of (dppf)Ni(o-tolyl)Cl as a precatalyst for the amination of 4-n-butylchlorobenzene with morpholine under various optimized reaction conditions has been investigated.

Pictograms

GHS08,GHS09

Signal Word

Danger

Hazard Statements

H317,H334,H341,H350,H360,H372,H410

Precautionary Statements

P201 - P273 - P280 - P302 + P352 - P308 + P313

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A - Muta. 2 - Repr. 1B - Resp. Sens. 1 - Skin Sens. 1 - STOT RE 1 Inhalation

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Development of an air-stable nickel precatalyst for the amination of aryl chlorides, sulfamates, mesylates, and triflates.

Nathaniel H Park et al.

Organic letters, 16(1), 220-223 (2013-11-29)

A new air-stable nickel precatalyst for C-N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C-N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines.

Articles

Nickel-based Catalysts

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

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