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Merck
CN

901111

Phenox O-PC™ A0202

≥97%, powder or crystals, New Iridium

别名:

3,7-二（[1,1′-联苯]-4-基）-10-（萘-1-基）-10H-吩恶嗪, Miyake 有机光电催化剂, PhenO_1Naph_Biph

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关于此项目

经验公式（希尔记法）:
C46H31NO
化学文摘社编号:
1987900-95-7
分子量:
613.74
MDL number:
MFCD31619181
UNSPSC Code:
12161600
NACRES:
NA.22

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产品名称

Phenox O-PC™ A0202, New Iridium, ≥97%

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

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

assay

≥97%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis

mp

171 °C

photocatalyst activation

400 nm

Quality Level

100

相关类别

Legal Information

专利申请PCT/US2016/058245。与New Iridium Inc.合作出售。如需大于25克的订单，请通过chern@newiridium.com与New Iridium联系，或访问https://www.newiridium.com。
Phenox O-PC is a trademark of New Iridium LLC

Application

该二氢吩嗪基有机光氧化还原催化剂（除二氢吩嗪催化剂901112外）被设计为一种强激发态还原剂，并具有高级的光物理和电化学性能，使其能够用作钌或铱基光氧化还原催化剂的可持续替代品。例如，在光氧化还原催化的原子转移自由基聚合（ATRP）的应用中，二氢吩嗪和吩恶嗪衍生物被证明可替代钌或铱配合物，以控制聚合物的合成和小分子转化，例如三氟甲基化、原子转移自由基的加成和双镍/光氧化还原催化的CN和CS交叉偶联。在与Miyake 研究小组的合作中，采用了二氢吩嗪和苯恶嗪基有机光氧化还原催化剂。

产品可以和我们的 光反应器系列一起使用：包括Penn PhD（Z744035）& SynLED 2.0 （Z744080）

Other Notes

强烈还原可见光有机光还原催化剂可持续替代贵金属

可见光驱动的有机催化原子转移自由基聚合

以 N -芳基吩恶嗪为光还原剂的有机催化原子转移自由基聚合

N, N -二芳二氢吩嗪光还原催化剂中的分子内电荷转移和离子对

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV3295
MKCR6758
MKCP0665
MKCF3373
MKCL5675

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Organocatalyzed Atom Transfer Radical Polymerization Using N-Aryl Phenoxazines as Photoredox Catalysts.
Pearson, et al.
Journal of the American Chemical Society, 138, 11399-11407 (2017)
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
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