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CS-W001157 4
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(1R,2R)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine

  • CAS No. 399041-17-9

  • Cat. No. CS-0093727
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(1R,2R)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine|CS-0093727

Structure of 399041-17-9

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General Information

  • CAS No. 399041-17-9
  • Cat. No. CS-0093727
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₆H₃₂N₂
  • Molecular Weight 492.65
  • Synonym(s) 1R,2R-N,N'-bis(1-naphthalenylMethyl)-1,2-diphenyl-1,2-EthanediaMine
  • SMILES [C@@H](C1=CC=CC=C1)([C@H](NCC2=C3C=CC=CC3=CC=C2)C4=CC=CC=C4)NCC5=C6C=CC=CC6=CC=C5

Description

This chiral diamine features two naphthalenylmethyl groups flanking a rigid 1,2-diphenylethane backbone, delivering high stereochemical integrity and enhanced π-stacking capacity. Designed for asymmetric catalysis, it integrates readily into transition-metal complexes to promote enantioselective transformations under standard conditions.

Application

(1R,2R)-N,N'-Bis(1-naphthalenylmethyl)-1,2-diphenyl-1,2-ethanediamine serves as a chiral diamine ligand in transition metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as hydrogenation and C–C bond formation. Its rigid, sterically defined backbone enhances stereocontrol, while the naphthyl and phenyl substituents provide robust π-interactions with metal centers. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for reproducible applications in synthetic organic chemistry and catalyst development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   24.06
  • LogP   8.355
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   9

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