(11bR)-2,6-Bis(3,5-dimethylphenyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bR)-2,6-Bis(3,5-dimethylphenyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
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CAS No. 861909-53-7
Cat. No. CS-0084538
Purity≥98%
MDL No.None

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(11bR)-2,6-Bis(3,5-dimethylphenyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0084538

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General Information

CAS No. 861909-53-7
Cat. No. CS-0084538
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₂₉O₄P
Molecular Weight 556.59
Synonym(s) R-3,3'-Bis(3,5-bis(methyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
SMILES OP1(OC2=C(C3=CC=CC=C3C=C2C4=CC(C)=CC(C)=C4)C5=C(C(C6=CC(C)=CC(C)=C6)=CC7=CC=CC=C57)O1)=O

Description

This bench-stable phosphine oxide features a sterically shielded dioxaphosphepin core with electron-rich aryl substituents, enabling efficient ligand integration in catalytic transformations. The 11bR stereochemistry ensures consistent reactivity and structural integrity under standard conditions.

Application

(11bR)-2,6-Bis(3,5-dimethylphenyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a sterically encumbered, bench-stable phosphine oxide scaffold that facilitates controlled P–O bond activation in transition-metal-catalyzed cross-coupling reactions. Its rigid, electron-rich architecture enhances functional group tolerance and enables reliable use in palladium-catalyzed transformations, particularly in the synthesis of complex heterocyclic systems and pharmaceutical intermediates requiring precise stereochemical control.

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 10.0993
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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(11bR)-2,6-Bis(3,5-dimethylphenyl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 861909-53-7

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