(11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
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CAS No. 864943-23-7
Cat. No. CS-0084540
Purity≥97%
MDL No.None

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(11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0084540

Structure of 864943-23-7

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General Information

CAS No. 864943-23-7
Cat. No. CS-0084540
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 C₄₀H₂₅O₄P
Molecular Weight 600.60
Synonym(s) (R)-3,3'-Bis(1-naphthalenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=C5C(C=CC=C5)=CC=C4)C6=C(C(C7=C(C=CC=C8)C8=CC=C7)=CC9=CC=CC=C69)O1)=O

Description

(11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin features a rigid, polycyclic phosphorus heterocycle with dual naphthyl substituents and a hydroxyl-bearing stereogenic center. This bench-stable, electron-deficient scaffold integrates readily into asymmetric catalysis and ligand design, offering enhanced stereocontrol in transition-metal-mediated transformations.

Application

(11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a sterically encumbered, bench-stable phosphine oxide scaffold enabling selective ligand design in transition-metal catalysis. Its rigid naphthyl-substituted dioxaphosphepin core exhibits enhanced thermal stability and functional group tolerance, facilitating reproducible coupling reactions in Pd-catalyzed cross-coupling 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 : H315
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 55.76
LogP 11.172
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Key Words

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(11bR)-4-Hydroxy-2,6-di-1-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 864943-23-7

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