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CS-W001157 4
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(11bR)-N,N,2,6-Tetramethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine

  • CAS No. 864529-88-4

  • Cat. No. CS-0087726
  • Purity≥95%
  • MDL No.None

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

(11bR)-N,N,2,6-Tetramethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine|CS-0087726

Structure of 864529-88-4

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General Information

  • CAS No. 864529-88-4
  • Cat. No. CS-0087726
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₂NO₂P
  • Molecular Weight 387.41
  • Synonym(s) (11bR)-N,N,2,6-tetraMethyl-Dinaphtho[2,1-d
  • SMILES CC1=CC2=CC=CC=C2C3=C1OP(N(C)C)OC4=C(C)C=C5C(C=CC=C5)=C34

Description

This sterically encumbered phosphine ligand features a rigid dinaphtho-dioxaphosphepin scaffold that enhances stability and electron density at the phosphorus center. The (11bR) configuration ensures predictable stereochemical control in catalytic applications, while the N,N-dimethyl substitution improves solubility and resistance to oxidation. Ideal for palladium-catalyzed cross-coupling reactions under mild conditions.

Application

(11bR)-N,N,2,6-Tetramethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine serves as a sterically hindered, bench-stable phosphine ligand that facilitates cross-coupling reactions under mild conditions. Its rigid diphosphine architecture enhances catalyst longevity and selectivity in palladium-catalyzed transformations. The tetramethyl substitution improves solubility and resistance to oxidation, enabling efficient purification and broad functional group tolerance in synthetic workflows.

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   7.41084
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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