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

Name: (11bR)-4-Hydroxy-2,6-di-2-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
Brand: ChemScene
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CAS No. 791616-56-3
Cat. No. CS-0084542
Purity≥97%
MDL No.None

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(11bR)-4-Hydroxy-2,6-di-2-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0084542

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General Information

CAS No. 791616-56-3
Cat. No. CS-0084542
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(2-naphthalenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=CC=C5C(C=CC=C5)=C4)C6=C(C(C7=CC=C(C=CC=C8)C8=C7)=CC9=CC=CC=C69)O1)=O

Description

This sterically encumbered phosphine oxide features a rigid, fused naphthalene architecture that enhances thermal stability and modulates electronic properties. The 11bR stereochemistry ensures defined spatial orientation, while the hydroxyl group enables hydrogen bonding and facilitates downstream derivatization. Designed for precision applications in asymmetric catalysis and ligand design, this compound combines robustness with tailored reactivity under standard conditions.

Application

(11bR)-4-Hydroxy-2,6-di-2-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, polycyclic framework provides excellent thermal stability and functional group tolerance, facilitating use in cross-coupling reactions where steric control and oxidation resistance are critical.

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-2-naphthalenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 791616-56-3

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