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(11bR)-N,N-Bis[(S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine

  • CAS No. 209482-28-0

  • Cat. No. CS-0088034
  • Purity≥97%
  • MDL No.None

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

(11bR)-N,N-Bis[(S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine|CS-0088034

Structure of 209482-28-0

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General Information

  • CAS No. 209482-28-0
  • Cat. No. CS-0088034
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₆H₃₀NO₂P
  • Molecular Weight 539.60
  • Synonym(s) (11bR)-N,N-Bis[(S)-1-phenylethyl]-dinaphtho[2,1-d
  • SMILES C[C@@H](C1=CC=CC=C1)N([C@H](C2=CC=CC=C2)C)P3OC4=C(C5=C(C=CC=C6)C6=CC=C5O3)C7=CC=CC=C7C=C4

Description

This chiral phosphine ligand features a rigid dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin scaffold with (11bR) stereochemistry and two (S)-1-phenylethyl groups. It delivers enhanced steric bulk and electronic tuning for asymmetric catalysis, enabling high enantioselectivity in palladium- and nickel-catalyzed cross-coupling reactions under standard conditions.

Application

(11bR)-N,N-Bis[(S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine serves as a chiral phosphine ligand enabling efficient asymmetric catalysis in palladium- and nickel-mediated cross-coupling reactions. Its rigid, electron-rich scaffold provides high enantioselectivity and robustness under standard reaction conditions, facilitating the synthesis of complex chiral intermediates with excellent functional group tolerance and ease of purification.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   29.52
  • LogP   11.0568
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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