N-[(11bS)-2,6-Di-2-naphthalenyl-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoromethanesulfonamide

Name: N-[(11bS)-2,6-Di-2-naphthalenyl-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoromethanesulfonamide
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CAS No. 2757287-37-7
Cat. No. CS-0113308
Purity≥97%
MDL No.None

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N-[(11bS)-2,6-Di-2-naphthalenyl-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoromethanesulfonamide|CS-0113308

Structure of 2757287-37-7

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General Information

CAS No. 2757287-37-7
Cat. No. CS-0113308
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 C₄₁H₂₅F₃NO₅PS
Molecular Weight 731.67
Synonym(s) None
SMILES O=P1(NS(=O)(C(F)(F)F)=O)OC2=[C@]([C@]3=C(C=CC=C4)C4=CC(C5=CC=C(C=CC=C6)C6=C5)=C3O1)C7=CC=CC=C7C=C2C8=CC(C=CC=C9)=C9C=C8

Description

This phosphine oxide reagent features a sterically encumbered dioxaphosphepin scaffold that enhances stability and facilitates efficient coupling in transition-metal-catalyzed transformations. The trifluoromethanesulfonamide group provides strong electron-withdrawing character, improving reactivity in cross-coupling protocols.

Application

N-[(11bS)-2,6-Di-2-naphthalenyl-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoromethanesulfonamide serves as a sterically hindered, bench-stable phosphine oxide-based ligand precursor. It facilitates transition-metal-catalyzed cross-coupling reactions through robust coordination to palladium and nickel centers, enabling efficient C–C and C–heteroatom bond formation under mild conditions. The trifluoromethanesulfonyl group enhances solubility and purification efficiency in synthetic 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 81.7
LogP 11.6189
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 4

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N-[(11bS)-2,6-Di-2-naphthalenyl-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl]-1,1,1-trifluoromethanesulfonamide

CAS No. 2757287-37-7

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