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901112

Sigma-Aldrich

PhenN O-PC™ B0301

New Iridium, ≥97%

Sinónimos:

Miyake polymerization organophotoredox catalyst, 5,10-Di(2-Naphthyl)-5,10-dihydrophenazine, PhenN_2Naph

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About This Item

Fórmula empírica (notación de Hill):
C32H22N2
Número de CAS:
1934269-97-2
Peso molecular:
434.53
UNSPSC Code:
12161600
NACRES:
NA.22

Quality Level

100

assay

≥97%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis

photocatalyst activation

460 nm

Categorías relacionadas

Application

This dihydrophenazine-based organic photoredox catalyst (in addition to the dihydrophenazine catalyst 901111) 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.
PhenN O-PC is a trademark of New Iridium Inc.
Phenox O-PC is a trademark of New Iridium LLC

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Referencia del producto
Descripción
Precios

901111

Phenox O-PC™ A0202, New Iridium, ≥97%

903167

10-Phenylphenothiazine, ≥95%

905194

10-Ethyl-3,7,8-trimethyl-benzo[g]pteridine-2,4(3H,10H)-dione, ≥95%

907502

Potassium 5-bromo-1H-indole-1-carbodithioate, ≥95%

908444

DPZ, 95%

913782

Birch O-PC™ C0104, ≥97%, New Iridium

913529

Birch O-PC™ C0102, ≥97%, New Iridium

914797

Birch O-PC™ C0103, ≥97%, New Iridium

915157

iPr-PDI, ≥95%

922641

Pr-DMQA[BF4], ≥95%

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCR5961
MKCF3372

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Chern-Hooi Lim et al.
Journal of the American Chemical Society, 139(1), 348-355 (2016-12-16)
Photoexcited intramolecular charge transfer (CT) states in N,N-diaryl dihydrophenazine photoredox catalysts are accessed through catalyst design and investigated through combined experimental studies and density functional theory (DFT) calculations. These CT states are reminiscent of the metal to ligand charge transfer
Ryan M Pearson et al.
Journal of the American Chemical Society, 138(35), 11399-11407 (2016-08-25)
N-Aryl phenoxazines have been synthesized and introduced as strongly reducing metal-free photoredox catalysts in organocatalyzed atom transfer radical polymerization for the synthesis of well-defined polymers. Experiments confirmed quantum chemical predictions that, like their dihydrophenazine analogs, the photoexcited states of phenoxazine
Ya Du et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(46), 10962-10968 (2017-06-28)
Photoredox catalysis is a versatile approach for the construction of challenging covalent bonds under mild reaction conditions, commonly using photoredox catalysts (PCs) derived from precious metals. As such, there is need to develop organic analogues as sustainable replacements. Although several
Jordan C Theriot et al.
Science (New York, N.Y.), 352(6289), 1082-1086 (2016-04-02)
Atom transfer radical polymerization (ATRP) has become one of the most implemented methods for polymer synthesis, owing to impressive control over polymer composition and associated properties. However, contamination of the polymer by the metal catalyst remains a major limitation. Organic

Artículos

Reducing Organic Photoredox Catalysts for Visible Light-Driven Polymer and Small Molecule Synthesis

Photoredox catalysis is a powerful synthetic methodology to form challenging covalent bonds using light irradiation. It is effective for light-driven polymer and small molecule synthesis.

Contenido relacionado

Miyake Group – Professor Product Portal

Research in the Miyake laboratory focuses on catalysis, polymer chemistry, and materials science.

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