Cat. No JK1595285_50_MG
J&K Chemical

Product Information

Product Name
NO-Feng-PDiPPPi, L-PiPr2, 99%
Brand Name
J&K
Product Number
1595285
CAS
1000051-40-0
SDS Document
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
46197612
IUPAC Name
(1R,2S)-N-2,6-di(propan-2-yl)phenyl-1-3-(1R,2S)-2-2,6-di(propan-2-yl)phenylcarbamoyl-1-oxidopiperidin-1-ium-1-ylpropyl-1-oxidopiperidin-1-ium-2-carboxamide
InChI Key
HSIPSRQDLUKAGQ-TYTKKFCXSA-N
SMILES
CC(C)C1=C(C(=CC=C1)C(C)C)NC(=O)C@@H2CCCCN@+2(CCCN@@+3(CCCCC@H3C(=O)NC4=C(C=CC=C4C(C)C)C(C)C)O-)O-

Safety Information

Precautionary Statement
P262
Storage Condition
Freezer -20℃

Application

Product Introduction

N,N'-Dioxides (Bis-N-oxide Compounds) represent an ideal class of ligands and catalysts for asymmetric synthesis. These chiral ligands break through the traditional requirement for highly rigid ligand frameworks. Much like a pair of nunchaku, they combine both rigidity and flexibility, enabling precise control over how reactants approach and interact during a chemical transformation. By regulating the spatial arrangement and orientation of substrates in the catalytic process, N,N'-dioxide ligands promote bond formation in a predictable and highly enantioselective manner, making them powerful tools in modern asymmetric catalysis.

Application

Asymmetric Catalysis:

 

 

FAQ

What is NO-Feng-PDiPPPi used for?
It is primarily used as a chiral N,N'-dioxide ligand in asymmetric catalytic reactions and enantioselective synthesis.

 

What type of ligand is NO-Feng-PDiPPPi?
It belongs to the Feng chiral N,N'-dioxide ligand family, a class of privileged ligands widely used in asymmetric catalysis.

 

Which metal catalysts can be used with this ligand?
The ligand is compatible with a variety of Lewis acidic metals, including Sc(III), Mg(II), In(III), Yb(III), Ni(II), and Cu(II) systems.

 

What are the advantages of Feng N,N'-dioxide ligands?
They offer excellent stereocontrol, broad substrate scope, high catalytic activity, and outstanding enantioselectivity.

 

Can NO-Feng-PDiPPPi be used in pharmaceutical synthesis?
Yes. It is widely used in the preparation of chiral intermediates and asymmetric synthesis routes relevant to pharmaceutical research.

 

Does catalytic performance depend on reaction conditions?
Yes. Factors such as metal source, solvent, temperature, substrate structure, and ligand loading can significantly affect catalytic activity and enantioselectivity.

References

Nickel-Catalyzed Enantioselective CDC Reactions

Publication Name: Science of Synthesis
Publication Date: 2023

Reaction with Aldimines

Publication Name: Science of Synthesis
Publication Date: 2017

Reaction Using Chiral Indium Complexes

Publication Name: Science of Synthesis
Publication Date: 2016

Chiral N,N′-Dioxides: New Ligands and Organocatalysts for Catalytic Asymmetric Reactions

Publication Name: Accounts of Chemical Research
Publication Date: 2011-06-24
DOI: 10.1021/ar200015s

CCDC 807701: Experimental Crystal Structure Determination

Publication Date: 2011
DOI: 10.5517/ccw3gw9

NO-Feng-PDiPPPi, L-PiPr2, 99%

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