Product Name
NO-Feng-PBnPPr, L-PrBn, 95%
Molecular Formula
C27H36N4O4
Certificate of Analysis (COA)
IUPAC Name
(2S)-N-benzyl-1-3-(2S)-2-(benzylcarbamoyl)-1-oxidopyrrolidin-1-ium-1-ylpropyl-1-oxidopyrrolidin-1-ium-2-carboxamide
InChI Key
FJFQRAMHRMPORG-RAJFACKRSA-N
SMILES
C1CC@H(N+(C1)(CCCN+2(CCCC@H2C(=O)NCC3=CC=CC=C3)O-)O-)C(=O)NCC4=CC=CC=C4
What is NO-Feng-PBnPPr used for?
NO-Feng-PBnPPr is primarily used as a chiral N,N'-dioxide ligand for asymmetric catalysis and enantioselective synthesis. It is widely employed in the development of chiral metal catalyst systems for stereoselective organic transformations.
What is the alternative name of NO-Feng-PBnPPr?
NO-Feng-PBnPPr is commonly referred to as L-PrBn, a member of the Feng chiral ligand family.
What type of ligand is NO-Feng-PBnPPr?
It belongs to the Feng Chiral N,N'-Dioxide Ligand Series, a class of privileged ligands recognized for their excellent stereochemical control and broad applicability in asymmetric catalytic reactions.
Which catalytic reactions can benefit from this ligand?
NO-Feng-PBnPPr has been 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-PBnPPr?
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-PBnPPr be used for pharmaceutical synthesis research?
Yes. Chiral N,N'-dioxide ligands are frequently utilized 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 framework, enabling precise control over substrate orientation and transition-state organization. This often results in excellent catalytic activity and high enantioselectivity.
What are the advantages of NO-Feng-PBnPPr 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-PrBn different from other Feng ligands?
L-PrBn contains a benzyl-substituted framework based on the proline-derived N,N'-dioxide scaffold, which provides a unique steric environment around the catalytic center and may influence catalytic activity, substrate scope, and stereoselectivity compared with other Feng ligand derivatives.
Can NO-Feng-PBnPPr 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 widely applied in asymmetric catalytic transformations.
How should NO-Feng-PBnPPr be stored?
The product should be stored at −20°C under dry, light-protected, and sealed 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.