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Merck

901112

Sigma-Aldrich

PhenN O-PC B0301

New Iridium, ≥97%

Synonym(e):

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

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100 MG
€ 136,00

€ 136,00


Voraussichtliches Versanddatum03. April 2025


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100 MG
€ 136,00

About This Item

Empirische Formel (Hill-System):
C32H22N2
CAS-Nummer:
Molekulargewicht:
434.53
MDL-Nummer:
UNSPSC-Code:
12161600
NACRES:
NA.22

€ 136,00


Voraussichtliches Versanddatum03. April 2025


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Qualitätsniveau

Assay

≥97%

Form

powder or crystals

Eignung der Reaktion

reagent type: catalyst
reaction type: Photocatalysis

Photokatalysatoraktivierung

460 nm

SMILES String

[n]3(c4c([n](c7c3cccc7)c5cc6c(cc5)cccc6)cccc4)c1cc2c(cc1)cccc2

InChIKey

HPIOBCHPZVAATK-UHFFFAOYSA-N

Anwendung

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)

Rechtliche Hinweise

Patent application PCT/US2016/058245. Sold in collaboration with New Iridium Inc. For orders greater than 25g, please contact New Iridium at [email protected] 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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Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

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
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

Artikel

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.

Verwandter Inhalt

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

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