Catalytic Aerobic Photo‐oxidation of a Methyl Group on a Heterocycle to Produce an Aldehyde via Homolytic CI Bond Cleavage caused by Irradiation with Visible Light

2016 ◽  
Vol 358 (2) ◽  
pp. 178-182 ◽  
Author(s):  
Y. Nagasawa ◽  
Y. Tachikawa ◽  
E. Yamaguchi ◽  
N. Tada ◽  
T. Miura ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Methyl Group ◽  
Photo Oxidation

Visible light induced photo-oxidation of water. Formation of intermediary hydroxyl radicals through the photoexcited triplet state of perfluorophenazine

1997 ◽  
Vol 93 (2) ◽  
pp. 221-229 ◽  
Author(s):  
Takayuki Kitamura ◽  
Hiroyuki Fudemoto ◽  
Yuji Wada ◽  
Kei Murakoshi ◽  
Mitsuhiro Kusaba ◽  
...  
Keyword(s):  
Visible Light ◽  
Triplet State ◽  
Hydroxyl Radicals ◽  
Photo Oxidation ◽  
Water Formation

Visible-Light-Promoted CC Bond Cleavage: Photocatalytic Generation of Iminium Ions and Amino Radicals

2012 ◽  
Vol 51 (32) ◽  
pp. 8050-8053 ◽  
Author(s):  
Shunyou Cai ◽  
Xinyang Zhao ◽  
Xinbo Wang ◽  
Qisong Liu ◽  
Zigang Li ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Iminium Ions

ChemInform Abstract: Oxygen Switch in Visible-Light Photoredox Catalysis: Radical Additions and Cyclizations and Unexpected C-C-Bond Cleavage Reactions.

ChemInform ◽  
2013 ◽  
Vol 44 (29) ◽  
pp. no-no
Author(s):  
Shaoqun Zhu ◽  
Arindam Das ◽  
Lan Bui ◽  
Hanjun Zhou ◽  
Dennis P. Curran ◽  
...  
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Photoredox Catalysis ◽  
Cleavage Reactions

Catechol-modified hyaluronic acid: in situ-forming hydrogels by auto-oxidation of catechol or photo-oxidation using visible light

2017 ◽  
Vol 74 (10) ◽  
pp. 4069-4085 ◽  
Author(s):  
Takeshi Sato ◽  
Takao Aoyagi ◽  
Mitsuhiro Ebara ◽  
Rachel Auzély-Velty
Keyword(s):  
Hyaluronic Acid ◽  
Visible Light ◽  
Photo Oxidation ◽  
In Situ Forming ◽  
In Situ Forming Hydrogels

scholarly journals Light-Driven Depolymerization of Native Lignin Enabled by Proton- Coupled Electron Transfer

2019 ◽  
Author(s):  
Suong Nguyen ◽  
Phillip Murray ◽  
Robert Knowles
Keyword(s):  
Electron Transfer ◽  
Visible Light ◽  
Bond Cleavage ◽  
Direct Conversion ◽  
Alkoxy Radical ◽  
Radical Intermediate ◽  
Polymer Backbone ◽  
Good Efficiency ◽  
Chemical Reagents ◽  
Proton Coupled Electron Transfer

<div><p>Here we report a catalytic, light-driven method for the redox-neutral depolymerization of native lignin biomass at ambient temperature. This transformation proceeds via a proton-coupled electron-transfer (PCET) activation of an alcohol O–H bond to generate a key alkoxy radical intermediate, which then drives the <i>β</i>-scission of a vicinal C–C bond. Notably, this depolymerization is driven solely by visible light irradiation, requiring no stoichiometric chemical reagents and producing no stoichiometric waste. This method exhibits good efficiency and excellent selectivity for the activation and fragmentation of <i>β</i>-O-4 linkages in the polymer backbone, even in the presence of numerous other PCET-active functional groups. DFT analysis suggests that the key C–C bond cleavage reactions produce non-equilibrium product distributions, driven by excited-state redox events. These results provide further evidence that visible-light photocatalysis can serve as a viable method for the direct conversion of lignin biomass into valuable arene feedstocks.</p></div>

Sign in / Sign up

Export Citation Format

Share Document