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

Name: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine
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CAS No. 415918-91-1
Cat. No. CS-W014427
Purity≥95%
MDL No.None

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(11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine|CS-W014427

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General Information

CAS No. 415918-91-1
Cat. No. CS-W014427
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₃₀NO₂P
Molecular Weight 539.60
Synonym(s) (S,R,R)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHE
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 scaffold with two sterically demanding phenylethyl groups, enabling high enantioselectivity in transition-metal catalysis. The (11bR) configuration and N,N-bis(1-phenylethyl) substitution provide exceptional stability and tailored electronic properties for asymmetric synthesis applications.

Application

(11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine serves as a chiral phosphine ligand enabling asymmetric catalysis in palladium- and nickel-mediated cross-coupling reactions. Its rigid, sterically defined architecture enhances enantioselectivity in C–C bond formation, while the dioxaphosphepin core imparts thermal stability and ease of purification. Functions effectively in Suzuki-Miyaura and Negishi couplings with broad functional group tolerance.

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 29.52
LogP 11.0568
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

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

CAS No. 415918-91-1

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