Product Name
NO-Feng-PDEtMPPi, L-PiEt2Me, 95%
Molecular Formula
C37H56N4O4
Certificate of Analysis (COA)
IUPAC Name
(1R,2S)-N-(2,6-diethyl-4-methylphenyl)-1-3-(1R,2S)-2-(2,6-diethyl-4-methylphenyl)carbamoyl-1-oxidopiperidin-1-ium-1-ylpropyl-1-oxidopiperidin-1-ium-2-carboxamide
InChI Key
NXOFOSZCXHWGOG-WXKUUGAPSA-N
SMILES
CCC1=CC(=CC(=C1NC(=O)C@@H2CCCCN@+2(CCCN@@+3(CCCCC@H3C(=O)NC4=C(C=C(C=C4CC)C)CC)O-)O-)CC)C
What is NO-Feng-PDEtMPPi used for?
NO-Feng-PDEtMPPi is primarily used as a chiral N,N'-dioxide ligand for asymmetric catalysis and enantioselective synthesis. It is commonly employed in the development of chiral metal catalyst systems for stereoselective organic transformations.
What is the alternative name of NO-Feng-PDEtMPPi?
NO-Feng-PDEtMPPi is commonly referred to as L-PiEt₂Me, a member of the Feng chiral ligand family.
What type of ligand is NO-Feng-PDEtMPPi?
It belongs to the Feng Chiral N,N'-Dioxide Ligand Series, a class of privileged ligands known for their excellent stereochemical control and broad applicability in asymmetric catalytic reactions.
Which catalytic reactions can benefit from this ligand?
NO-Feng-PDEtMPPi can be applied in a variety of asymmetric transformations, including:
- Asymmetric Michael reactions
- Mannich reactions
- Aldol reactions
- Cycloaddition reactions
- Hetero-Diels–Alder reactions
- Lewis acid catalysis
- Enantioselective carbon–carbon bond formation
Feng ligand systems have demonstrated excellent performance across numerous asymmetric catalytic processes.
Which metal catalysts are commonly used with NO-Feng-PDEtMPPi?
The ligand can coordinate with a variety of Lewis acidic metals, including:
- Sc(III)
- Cu(II)
- Fe(II/III)
- Mg(II)
- Ni(II)
- Yb(III)
- Other rare-earth metal catalysts
These metal-ligand complexes are widely used in asymmetric synthesis and catalyst development.
Can NO-Feng-PDEtMPPi be used for pharmaceutical synthesis research?
Yes. Chiral N,N'-dioxide ligands are frequently employed in the synthesis of enantioenriched pharmaceutical intermediates, natural products, and biologically active compounds.
Why are Feng ligands important in asymmetric catalysis?
Feng ligands combine structural rigidity and flexibility within a single molecular framework, enabling precise control of substrate orientation and transition-state organization. This often results in high catalytic activity and excellent enantioselectivity.
What are the advantages of NO-Feng-PDEtMPPi compared with conventional chiral ligands?
- High enantioselectivity
- Strong metal coordination ability
- Broad substrate compatibility
- Excellent catalytic efficiency
- Good structural tunability
- Wide applicability in asymmetric transformations
What makes L-PiEt₂Me different from other Feng ligands?
L-PiEt₂Me contains a mixed ethyl/methyl-substituted aromatic framework, providing a distinct steric and electronic environment around the catalytic center. This structural feature may influence catalyst activity, substrate compatibility, and stereoselectivity compared with other Feng ligand derivatives.
Can NO-Feng-PDEtMPPi be used in Lewis acid catalysis?
Yes. It is specifically designed to form highly active chiral Lewis acid complexes with various metal ions and has been successfully applied in numerous asymmetric catalytic transformations.
How should NO-Feng-PDEtMPPi be stored?
The product is typically stored at −20°C under dry, sealed, and light-protected conditions to maintain long-term stability.
Does catalytic performance depend on reaction conditions?
Yes. Factors such as metal source, solvent, temperature, substrate structure, catalyst loading, and reaction time can significantly influence catalytic activity and enantioselectivity.