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Literature DB >> 20062875

Simultaneous production of p-tolualdehyde and hydrogen peroxide in photocatalytic oxygenation of p-xylene and reduction of oxygen with 9-mesityl-10-methylacridinium ion derivatives.

Kei Ohkubo¹, Kentaro Mizushima, Ryosuke Iwata, Kazunori Souma, Nobuo Suzuki, Shunichi Fukuzumi.

Abstract

Photooxygenation of p-xylene by oxygen occurs efficiently under photoirradiation of 9-mesityl-2,7,10-trimethylacridinium ion (Me(2)Acr(+)-Mes) to yield p-tolualdehyde and hydrogen peroxide, which is initiated via photoinduced electron transfer of Me(2)Acr(+)-Mes to produce the electron-transfer state.

Entities: Chemical

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Year: 2009 PMID： 20062875 DOI： 10.1039/b920606j

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

22 in total

1. Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors: Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal: Org Lett Date: 2018-11-08 Impact factor: 6.005

2. Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source.

Authors: Rauful Alam; Gary A Molander
Journal: Org Lett Date: 2018-04-13 Impact factor: 6.005

3. Organic Photoredox Catalysis as a General Strategy for Anti-Markovnikov Alkene Hydrofunctionalization.

Authors: David A Nicewicz; David S Hamilton
Journal: Synlett Date: 2014-03-05 Impact factor: 2.454

4. Direct Synthesis of Secondary Benzylic Alcohols Enabled by Photoredox/Ni Dual-Catalyzed Cross-Coupling.

Authors: Rauful Alam; Gary A Molander
Journal: J Org Chem Date: 2017-11-27 Impact factor: 4.354

5. Formation of a long-lived electron-transfer state in mesoporous silica-alumina composites enhances photocatalytic oxygenation reactivity.

Authors: Shunichi Fukuzumi; Kaoru Doi; Akinori Itoh; Tomoyoshi Suenobu; Kei Ohkubo; Yusuke Yamada; Kenneth D Karlin
Journal: Proc Natl Acad Sci U S A Date: 2012-04-27 Impact factor: 11.205

Simultaneous production of p-tolualdehyde and hydrogen peroxide in photocatalytic oxygenation of p-xylene and reduction of oxygen with 9-mesityl-10-methylacridinium ion derivatives.

1. Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

2. Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source.

3. Organic Photoredox Catalysis as a General Strategy for Anti-Markovnikov Alkene Hydrofunctionalization.

4. Direct Synthesis of Secondary Benzylic Alcohols Enabled by Photoredox/Ni Dual-Catalyzed Cross-Coupling.

5. Formation of a long-lived electron-transfer state in mesoporous silica-alumina composites enhances photocatalytic oxygenation reactivity.

6. Improvement of durability of an organic photocatalyst in p-xylene oxygenation by addition of a Cu(II) complex.

Review 7. Solar synthesis: prospects in visible light photocatalysis.

8. The direct anti-Markovnikov addition of mineral acids to styrenes.

9. Anti-Markovnikov hydroamination of alkenes catalyzed by an organic photoredox system.

10. Direct catalytic anti-markovnikov hydroetherification of alkenols.