Photoexcited perylene diimide radical anions for the reduction of aryl halides: a bay-substituent effect

2018 ◽  
Vol 5 (15) ◽  
pp. 2296-2302 ◽  
Author(s):  
Hai-Xian Gong ◽  
Zhu Cao ◽  
Meng-Hua Li ◽  
Sai-Hu Liao ◽  
Mei-Jin Lin
Keyword(s):  
Excited State ◽  
Substituent Effect ◽  
Aryl Halides ◽  
Perylene Diimide ◽  
Radical Anions ◽  
State Reduction ◽  
Reduction Potentials ◽  
Photocatalytic Activities

Photoexcited perylene diimide radical anions exhibit remarkable substituent-dependent photocatalytic activities towards the reduction of aryl halides, which are mainly controlled by their excited-state reduction potentials and SOMO−1 energies.

The influence of the excited-state substituent effect on the reduction potentials of Schiff bases

2015 ◽  
Vol 29 (3) ◽  
pp. 145-151 ◽  
Author(s):  
Hua Yuan ◽  
Chao-Tun Cao ◽  
Zhongzhong Cao ◽  
Chun-Ni Chen ◽  
Chenzhong Cao
Keyword(s):  
Excited State ◽  
Schiff Bases ◽  
Substituent Effect ◽  
Reduction Potentials

Direct Observation of the Reduction of Aryl Halides by a Photoexcited Perylene Diimide Radical Anion

2020 ◽  
Vol 142 (5) ◽  
pp. 2204-2207 ◽  
Author(s):  
Charles J. Zeman ◽  
Soojin Kim ◽  
Fang Zhang ◽  
Kirk S. Schanze
Keyword(s):  
Direct Observation ◽  
Radical Anion ◽  
Aryl Halides ◽  
Perylene Diimide

Effects of extending the π-conjugation of the acetylide ligand on the photophysics and reverse saturable absorption of Pt(ii) bipyridine bisacetylide complexes

2016 ◽  
Vol 18 (41) ◽  
pp. 28674-28687 ◽  
Author(s):  
Taotao Lu ◽  
Chengzhe Wang ◽  
Levi Lystrom ◽  
Chengkui Pei ◽  
Svetlana Kilina ◽  
...  
Keyword(s):  
Excited State ◽  
Excited States ◽  
Substituent Effect ◽  
Excited State Absorption ◽  
Saturable Absorption ◽  
Reverse Saturable Absorption ◽  
Triplet Excited State ◽  
Near Ir ◽  
Terminal Substituent ◽  
Acetylide Ligand

Extending the acetylide ligand π-conjugation diminishes the terminal substituent effect on the lowest excited states, but expands the triplet excited-state absorption to the near-IR region.

scholarly journals Intermolecular oxyarylation of olefins with aryl halides and TEMPOH catalyzed by the phenolate anion under visible light

2020 ◽  
Vol 11 (27) ◽  
pp. 6996-7002
Author(s):  
Kangjiang Liang ◽  
Qian Liu ◽  
Lei Shen ◽  
Xipan Li ◽  
Delian Wei ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Visible Light ◽  
Aryl Halides ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Strong Reduction ◽  
Aryl Radicals ◽  
Reduction Potentials

The phenolate anion was developed as a new photocatalyst with strong reduction potentials (−3.16 V vs. SCE) to reduction of aryl halides to aryl radicals through single electron transfer.

scholarly journals N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes

2019 ◽  
Vol 15 ◽  
pp. 52-59 ◽  
Author(s):  
Fabienne Speck ◽  
David Rombach ◽  
Hans-Achim Wagenknecht
Keyword(s):  
Excited State ◽  
Nucleophilic Addition ◽  
Reduction Potential ◽  
Phenyl Group ◽  
Addition Product ◽  
Electrochemical Characteristics ◽  
Photoredox Catalysis ◽  
Reaction Conditions ◽  
State Reduction ◽  
Reducing Properties

A new range of N-phenylphenothiazine derivatives was synthesized as potential photoredox catalysts to broaden the substrate scope for the nucleophilic addition of methanol to styrenes through photoredox catalysis. These N-phenylphenothiazines differ by their electron-donating and electron-withdrawing substituents at the phenyl group, covering both, σ and π-type groups, in order to modulate their absorbance and electrochemical characteristics. Among the synthesized compounds, alkylaminylated N-phenylphenothiazines were identified to be highly suitable for photoredox catalysis. The dialkylamino substituents of these N-phenylphenothiazines shift the estimated excited state reduction potential up to −3.0 V (vs SCE). These highly reducing properties allow the addition of methanol to α-methylstyrene as less-activated substrate for this type of reaction. Without the help of an additive, the reaction conditions were optimized to achieve a quantitative yield for the Markovnivkov-type addition product after 20 h of irradiation.

Free-radical reductions of arenediazonium ions in aqueous solution. V. Pulse-radiolytic determination of rate constants for some para-substitutedbenzenediazonium ions

1981 ◽  
Vol 34 (7) ◽  
pp. 1433 ◽  
Author(s):  
JE Packer ◽  
J Monig ◽  
BC Dobson
Keyword(s):  
Aqueous Solution ◽  
Free Radical ◽  
Rate Constants ◽  
Substituent Effect ◽  
Reduction Potential ◽  
Radical Anions ◽  
Semiquinone Radical ◽  
Substituent Group

Some rate constants for the reduction of para-substituted benzenediazonium ions by the radicals eaq-, ·CH2OH, (CH3)2·COH and some semiquinone radical anions have been measured. The substituent group has no effect on the rates with eaq-, but as the reduction potential of the reducing radical becomes more positive, the substituent effect increases, electron-withdrawing groups enhancing the rates. No free halide is formed on reduction of p-BrC6H4N2+ or p-IC6H4N2+ by eaq- or ·CH2OH.

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