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Merck
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安全性情報

901112

Sigma-Aldrich

PhenN O-PC™ B0301

New Iridium, ≥97%

別名:

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

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About This Item

実験式（ヒル表記法）:
C32H22N2
CAS番号:
1934269-97-2
分子量:
434.53
MDL番号:
MFCD31619182
UNSPSCコード:
12161600
NACRES:
NA.22

品質水準

100

アッセイ

≥97%

フォーム

powder or crystals

反応適合性

reagent type: catalyst
reaction type: Photocatalysis

光触媒活性化

460 nm

SMILES記法

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

InChI Key

HPIOBCHPZVAATK-UHFFFAOYSA-N

関連するカテゴリー

アプリケーション

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)

その他情報

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

法的情報

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

ピクトグラム

Exclamation mark
GHS07

シグナルワード

Warning

危険有害性情報

H302

危険有害性の分類

Acute Tox. 4 Oral

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable

適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

901112-BULK:
901112-100MG:
901112-VAR:

最新バージョンのいずれかを選択してください：

試験成績書（COA）

Lot/Batch Number
MKCF3372

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3CzClIPN

Sigma-Aldrich

908193

3CzClIPN

3DPAFIPN ≥95%

Sigma-Aldrich

908177

3DPAFIPN

フェノキサジン 97%

Sigma-Aldrich

P14858

フェノキサジン

フェノチアジン ≥98%

Sigma-Aldrich

P14831

フェノチアジン

10-(3,5-Dimethoxyphenyl)-9-mesityl-1,3,6,8-tetramethoxyacridin-10-ium tetrafluoroborate ≥93%

Sigma-Aldrich

900694

10-(3,5-Dimethoxyphenyl)-9-mesityl-1,3,6,8-tetramethoxyacridin-10-ium tetrafluoroborate

2,3-ジアミノフェナジン 90%

Sigma-Aldrich

661376

2,3-ジアミノフェナジン

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
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
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
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

資料

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.

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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