Merck
All Photos(3)

901111

Sigma-Aldrich

Phenox O-PC A0202

New Iridium, ≥97%

Synonym(s):
3,7-Di([1,1′-biphenyl]-4-yl)-10-(naphthalen-1-yl)-10H-phenoxazine, Miyake organophotoredox catalyst, 3,7-Di(4-biphenyl) 1-naphthalene-10-phenoxazine, PhenO_1Naph_Biph
Empirical Formula (Hill Notation):
C46H31NO
CAS Number:
Molecular Weight:
613.74

Quality Level

assay

≥97%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis

mp

171 °C

photocatalyst activation

400 nm

SMILES string

C1(C=CC(C2=CC=C(C3=CC=CC=C3)C=C2)=C4)=C4OC(C=C(C5=CC=C(C6=CC=CC=C6)C=C5)C=C7)=C7N1C8=C(C=CC=C9)C9=CC=C8

Application

This phenoxazine-based organic photoredox catalyst (in addition to the dihydrophenazine catalyst 901112) was designed to be a strong excited-state reductant and possesses advanced photophysical and electrochemical properties, enabling it to serve as a sustainable replacement for ruthenium- or iridium-based photoredox catalysts. For example, dihydrophenazine and phenoxazine derivatives were demonstrated to replace ruthenium or iridium complexes in the application of photoredox-catalyzed atom transfer radical polymerization (ATRP) for controlled polymer synthesis and small molecule transformations such as trifluoromethylation, atom transfer radical addition, and dual Nickel/photoredox catalyzed C-N and C-S cross-couplings. Dihydrophenazine- and phenoxazine-based organic photoredox catalysts were introduced in collaboration with the Miyake Research Group.

Legal Information

Patent application PCT/US2016/058245. Sold in collaboration with New Iridium Inc. For orders greater than 25g, please contact New Iridium at chern@newiridium.com or visit https://www.newiridium.com.
Phenox O-PC is a trademark of New Iridium LLC

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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