Mechanistic insights into two-photon-driven photocatalysis in organic synthesis
Literature Information
Marianna Marchini, Andrea Gualandi, Luca Mengozzi, Paola Franchi, Marco Lucarini, Pier Giorgio Cozzi, Vincenzo Balzani, Paola Ceroni
A mechanism based on the sequential absorption of two photons by the components of a redox couple has been recently proposed for catalysis of the energetically demanding reduction of aryl halides. Here, we analyze the suggested photochemical mechanism of this reaction, which employs perylenediimide (PDI) as a photocatalyst, on the basis of spectroscopic, electrochemical and electron paramagnetic resonance data. Our results indicate that the photoexcited PDI radical anion (*PDI˙−) cannot play the role of a photosensitizer in the aforementioned process. Instead, the reduction of 4′-bromoacetophenone likely involves *PDI˙− decomposition products. The extremely short lifetime of the photoexcited transient species, as *PDI˙−, is a major general limitation for photocatalytic schemes based on sequential two-photon excitation. In order to better understand the potential of such schemes, we discuss them in the context of the Z-scheme in natural photosynthesis.
Related Literature
Retracted Article: A miraculous chiral Ir–Rh bimetallic nanocatalyst for asymmetric hydrogenation of activated ketones
Xiuru Xue, Zhaohui Zhao, Yanhua Wang
DOI: 10.1039/C8QO01011K
Transition-metal-free direct C-3 alkylation of quinoxalin-2(1H)-ones with ethers
Jinwei Yuan, Junhao Fu, Jihong Yin, Zhenhua Dong, Yongmei Xiao, Pu Mao
DOI: 10.1039/C8QO00731D
The effect of different environments on excited-state intramolecular proton transfer in 4′-methoxy-3-hydroxyflavone
Yunpeng Chen, Yunfan Yang, Yu Zhao, Shixing Liu, Yongqing Li
DOI: 10.1039/C8QO01111G
Cu-catalyzed sp3 C–H bond oxidative functionalization of alkylazaarenes and substituted ethanones: an efficient approach to isoxazoline derivatives
Gang-Wei Wang, Shi-Xia Li, Quan-Xiang Wu
DOI: 10.1039/C5QO00053J
Cationic iridium-catalyzed C–H alkylation of 2-substituted pyridine N-oxides with acrylates‡
Hideaki Takano
DOI: 10.1039/C4QO00355A
Photoinduced synthesis of (E)-vinyl sulfones through the insertion of sulfur dioxide‡
Yechun Ding, Xiaona Fan
DOI: 10.1039/C8QO00965A
Target-oriented design and biosynthesis of thiostrepton-derived thiopeptide antibiotics with improved pharmaceutical properties
Shoufeng Wang, Qingfei Zheng, Jianfeng Wang, Zhixiong Zhao, Qingye Li, Yunsong Yu, Renxiao Wang
DOI: 10.1039/C4QO00288A
Nickel catalyzed synthesis of 4,4′-bichromenes/4,4′-bithiochromenes and their Atropisomerism
Somasundaram Muthuramalingam, Jai Anand Garg, R. Karthick, Thomas Fox, Olivier Blacque, Saiganesh Ramanathan, Senthamaraikannan Kabilan, K. K. Balasubramanian
DOI: 10.1039/C8QO00820E
Development of a functionally separated D–π-A fluorescent dye with a pyrazyl group as an electron-accepting group for dye-sensitized solar cells
Yousuke Ooyama, Koji Uenaka, Joji Ohshita
DOI: 10.1039/C5QO00050E
You might also like
Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?
2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...
Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?
2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...
What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?
(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...
What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?
2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...
Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?
While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...
What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?
The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...
How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?
Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...
How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?
(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...
What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?
Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...
What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?
The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...
Source Journal
Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.













![Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure Heptadecanoic Acid 3-[2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-yl Ester structure](https://static.chemtradehub.com/structs/140/1404053-62-8-9da4.webp)
