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

Name: (11bR)-N,N-Bis[(S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine
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CAS No. 209482-28-0
Cat. No. CS-0088034
Purity≥97%
MDL No.None

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(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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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.

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

Computational Chemistry Data

TPSA 29.52
LogP 11.0568
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

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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(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

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