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Merck
CN

936138

Sigma-Aldrich

N1-([1,1′-Biphenyl]-2-yl)-N2-(2-phenylnaphthalen-1-yl)benzene-1,2-diamine

greener alternative

≥95%, powder or crystals

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About This Item

Empirical Formula (Hill Notation):
C34H26N2
CAS Number:
2897656-97-0
Molecular Weight:
462.58
UNSPSC Code:
12352200
NACRES:
NA.21

Key Documents

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Product Name

N1-([1,1′-Biphenyl]-2-yl)-N2-(2-phenylnaphthalen-1-yl)benzene-1,2-diamine, ≥95%

Quality Level

100

Assay

≥95%

form

powder or crystals

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

color

white to off-white

mp

151-155 °C

greener alternative category

Aligned

storage temp.

−20°C

SMILES string

C1(NC2=C(C=CC=C3)C3=CC=C2C4=CC=CC=C4)=CC=CC=C1NC5=C(C6=CC=CC=C6)C=CC=C5

InChI key

XDBPZHWQLWXPJP-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

N1-([1,1′-biphenyl]-2-yl)-N2-(2-phenylnaphthalen-1-yl)benzene-1,2-diamine is an anionic diamine ligand for copper catalysis. The ligand has been used

  • The Cu-catalyzed amination of aryl bromides under mild conditions.
  • The Room-Temperature Copper-Catalyzed Etherification of Aryl Bromides.
  • The Copper-Catalyzed Amination of Aryl Chlorides under Mild Reaction Conditions.

To hear Buchwald discuss the development and applications of this and other ligands for use in Ullmann type couplings, please see the relevent webinar.

Other Notes

Room-Temperature Cu-Catalyzed Amination of Aryl Bromides Enabled by DFT-Guided Ligand Design

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Room-Temperature Cu-Catalyzed Amination of Aryl Bromides Enabled by DFT-Guided Ligand Design
Kim S T, et al.
Journal of the American Chemical Society, 145, 6966-6975 (2023)
Han-Jun Ai et al.
Journal of the American Chemical Society, 146(38), 25949-25955 (2024-09-17)
We report a mild method for the copper-catalyzed amination of aryl chlorides. Key to the success of the method was the use of highly sterically encumbered N1,N2-diaryl diamine ligands which resist catalyst deactivation, allowing reactions to proceed at significantly lower
Michael J Strauss et al.
Angewandte Chemie (International ed. in English), 63(19), e202400333-e202400333 (2024-02-15)
We disclose the development of a Cu-catalyzed C-O coupling method utilizing a new N1,N2-diarylbenzene-1,2-diamine ligand, L8. Under optimized reaction conditions, structurally diverse aryl and heteroaryl bromides underwent efficient coupling with a variety of alcohols at room temperature using an L8-based

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