Photo-Chromium: Sensitizer for Visible-Light-Induced Oxidative C−H Bond Functionalization-Electron or Energy Transfer?

ChemPhotoChem ◽  
2017 ◽  
Vol 1 (8) ◽  
pp. 342-343
Author(s):  
Sven Otto ◽  
Alexander M. Nauth ◽  
Eugenyi Ermilov ◽  
Norman Scholz ◽  
Aleksej Friedrich ◽  
...  
ChemPhotoChem ◽  
2017 ◽  
Vol 1 (8) ◽  
pp. 344-349 ◽  
Author(s):  
Sven Otto ◽  
Alexander M. Nauth ◽  
Eugenyi Ermilov ◽  
Norman Scholz ◽  
Aleksej Friedrich ◽  
...  

ChemPhotoChem ◽  
2017 ◽  
Vol 1 (8) ◽  
pp. 341-341
Author(s):  
Sven Otto ◽  
Alexander M. Nauth ◽  
Eugenyi Ermilov ◽  
Norman Scholz ◽  
Aleksej Friedrich ◽  
...  

2019 ◽  
Author(s):  
Tuhin Patra ◽  
Satobhisha Mukherjee ◽  
Jiajia Ma ◽  
Felix Strieth-Kalthoff ◽  
Frank Glorius

<sub>A general strategy to access both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters has been developed. An energy transfer mediated homolysis of unsymmetrical sigma-bonds for a concerted fragmentation/decarboxylation process is involved. As a result, an independent aryl/alkyl radical generation step enables a series of key C-X and C-C bond forming reactions by simply changing the radical trapping agent.</sub>


2014 ◽  
Vol 115 (22) ◽  
pp. 224308 ◽  
Author(s):  
Lei Yang ◽  
Jiazhang Dong ◽  
Zhongcheng Jiang ◽  
Anlian Pan ◽  
Xiujuan Zhuang

2018 ◽  
Vol 360 (24) ◽  
pp. 4652-4698 ◽  
Author(s):  
Lekkala Revathi ◽  
Lekkala Ravindar ◽  
Wan-Yin Fang ◽  
K. P. Rakesh ◽  
Hua-Li Qin

2020 ◽  
Author(s):  
Katie Rykaczewski ◽  
Corinna Schindler

<div> <p>One of the most efficient ways to synthesize oxetanes is the light-enabled [2+2] cycloaddition reaction of carbonyls and alkenes, referred to as the Paternò-Büchi reaction. The reaction conditions for this transformation typically require the use of high energy UV light to excite the carbonyl, limiting the applications, safety, and scalability. We herein report the development of a visible light-mediated Paternò-Büchi reaction protocol that relies on triplet energy transfer from an iridium-based photocatalyst to the carbonyl substrates. This mode of activation is demonstrated for a variety of aryl glyoxylates and negates the need for both, visible light-absorbing carbonyl starting materials or UV light to enable access to a variety of functionalized oxetanes in up to 99% yield.</p> </div> <br>


Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 355 ◽  
Author(s):  
Yi Wang ◽  
Anan Liu ◽  
Dongge Ma ◽  
Shuhong Li ◽  
Chichong Lu ◽  
...  

Fulfilling the direct inert C–H bond functionalization of raw materials that are earth-abundant and commercially available for the synthesis of diverse targeted organic compounds is very desirable and its implementation would mean a great reduction of the synthetic steps required for substrate prefunctionalization such as halogenation, borylation, and metalation. Successful C–H bond functionalization mainly resorts to homogeneous transition-metal catalysis, albeit sometimes suffering from poor catalyst reusability, nontrivial separation, and severe biotoxicity. TiO2 photocatalysis displays multifaceted advantages, such as strong oxidizing ability, high chemical stability and photostability, excellent reusability, and low biotoxicity. The chemical reactions started and delivered by TiO2 photocatalysts are well known to be widely used in photocatalytic water-splitting, organic pollutant degradation, and dye-sensitized solar cells. Recently, TiO2 photocatalysis has been demonstrated to possess the unanticipated ability to trigger the transformation of inert C–H bonds for C–C, C–N, C–O, and C–X bond formation under ultraviolet light, sunlight, and even visible-light irradiation at room temperature. A few important organic products, traditionally synthesized in harsh reaction conditions and with specially functionalized group substrates, are continuously reported to be realized by TiO2 photocatalysis with simple starting materials under very mild conditions. This prominent advantage—the capability of utilizing cheap and readily available compounds for highly selective synthesis without prefunctionalized reactants such as organic halides, boronates, silanes, etc.—is attributed to the overwhelmingly powerful photo-induced hole reactivity of TiO2 photocatalysis, which does not require an elevated reaction temperature as in conventional transition-metal catalysis. Such a reaction mechanism, under typically mild conditions, is apparently different from traditional transition-metal catalysis and beyond our insights into the driving forces that transform the C–H bond for C–C bond coupling reactions. This review gives a summary of the recent progress of TiO2 photocatalytic C–H bond activation for C–C coupling reactions and discusses some model examples, especially under visible-light irradiation.


2019 ◽  
Vol 21 (11) ◽  
pp. 4365-4369 ◽  
Author(s):  
Theodor Peez ◽  
Veronika Schmalz ◽  
Klaus Harms ◽  
Ulrich Koert

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