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901111

Phenox O-PC™ A0202

≥97%, powder or crystals, New Iridium

Sustainability features

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

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About This Item

Empirical Formula (Hill Notation):
C46H31NO
CAS Number:
1987900-95-7
Molecular Weight:
613.74
MDL number:
MFCD31619181
UNSPSC Code:
12161600
NACRES:
NA.22
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Product Name

Phenox O-PC™ A0202, New Iridium, ≥97%

Quality Segment

assay

≥97%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis, reagent type: organic catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Sustainability features

mp

171 °C

photocatalyst activation

400 nm

greener alternative category

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

InChI

1S/C46H31NO/c1-3-10-32(11-4-1)34-18-22-36(23-19-34)39-26-28-43-45(30-39)48-46-31-40(37-24-20-35(21-25-37)33-12-5-2-6-13-33)27-29-44(46)47(43)42-17-9-15-38-14-7-8-16-41(38)42/h1-31H

InChI key

IGGSSEOAGCUGDJ-UHFFFAOYSA-N

General description

This product aligns with one or more of the 12 Principles of Green Chemistry. This is a flexible diphosphine ligand enabling wide bite angles in metal complexes. It is used in palladium and platinum catalysis for carbonylation and hydroformylation reactions thus enhancing catalytic efficiency. Click here for more information.

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.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Strongly Reducing Visible Light Organic Photoredox Catalysts as Sustainable Alternatives to Precious Metals

Organocatalyzed Atom Transfer Radical Polymerization Driven by Visible Light

Organocatalyzed Atom Transfer Radical Polymerization Using N-Aryl Phenoxazines as Photoredox Catalysts

Intramolecular Charge Transfer and Ion Pairing in N,N-Diaryl Dihydrophenazine Photoredox Catalysts for Efficient Organocatalyzed Atom Transfer Radical Polymerization

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

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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