Photochemical & Photobiological Sciences, Год журнала: 2024, Номер 23(12), С. 2269 - 2288
Опубликована: Дек. 1, 2024
Язык: Английский
Photochemical & Photobiological Sciences, Год журнала: 2024, Номер 23(12), С. 2269 - 2288
Опубликована: Дек. 1, 2024
Язык: Английский
Chemical Science, Год журнала: 2023, Номер 14(13), С. 3470 - 3481
Опубликована: Янв. 1, 2023
Recently, photochemistry of Electron Donor-Acceptor (EDA) complexes employing catalytic amounts electron donors have become interest as a new methodology in the catalysis field, allowing for decoupling transfer (ET) from bond-forming event. However, examples practical EDA systems regime remain scarce, and their mechanism is not yet well-understood. Herein, we report discovery an complex between triarylamines α-perfluorosulfonylpropiophenone reagents, catalyzing C-H perfluoroalkylation arenes heteroarenes under visible light irradiation pH- redox-neutral conditions. We elucidate this reaction using detailed photophysical characterization complex, resulting triarylamine radical cation, its turnover
Язык: Английский
Процитировано
31ChemCatChem, Год журнала: 2022, Номер 15(1)
Опубликована: Ноя. 11, 2022
Abstract The encapsulation of substrates within micellar structures gives rise to a multitude effects beyond simple solubilization in water. When incorporated photochemical reaction design media may offer possibilities control both reactivity and selectivity. Herein, we describe various important phenomena such as encapsulation, polarity differences, electrostatic interactions hydrogen bonding, discuss the resulting mechanisms by which outcomes can be greatly influenced. In this concept article, showcase selected reactions demonstrate how selectively applied design.
Язык: Английский
Процитировано
16The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Фев. 10, 2025
The irradiation of a series 4-phenoxyphenol esters in sustainable micellar environment has been studied from both preparative and mechanistic viewpoints, the results were compared with those obtained cyclohexane solutions. These underwent photo-Fries rearrangement reaction, microheterogeneous media induced noticeable selectivity favor ortho-regioisomer formation yields up to 96% yield. UV-visible 1D 2D NMR (DCS, NOESY, DOSY) spectroscopies have employed determine binding constant (Kb) location within hydrophobic core spherical micelles. Furthermore, diffusion coefficient (D) hydrodynamic radius (rs) also measured. Application reaction as key step multistep sequence carried out, leading preparation (4-phenoxy)-(2-n-pentylcarbonyl)-phenoxyethyl selenocyanate (10), an interesting target molecule showing potential biological activity against Trypanosoma cruzi.
Язык: Английский
Процитировано
0The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4405 - 4421
Опубликована: Март 28, 2023
The substituent and solvent effects on the spectroscopic behavior photoinduced [6π]-electrocyclization reaction of substituted triphenylamine derivatives have been investigated. Direct irradiation triphenylamines bearing electron-donor substituents in different solvents has provided for first time exo/endo carbazole from modest to good yields, whereas electron-withdrawing did not provide carbazoles due formation charge transfer complexes (CTCs). A corollary experiments purports that photoreaction is favored with weak electron-acceptor groups polar solvents. lowest-frequency absorption bands triarylamines (π,π* electronic transitions) displayed bathochromic shifts as polarity increased. fluorescence emission spectra behave mirror images lowest bands, showing dependence polarity. Conversely, formyl, acetyl, nitro formed CTCs behaving chromophores Hammett correlations ΔE(0,0) energies monosubstituted amines showed a bell-shape where ρ values depended physical quenching demonstrated triplet excited state univocally photoreactive leading derivatives.
Язык: Английский
Процитировано
8ChemPhotoChem, Год журнала: 2024, Номер unknown
Опубликована: Май 22, 2024
Abstract A systematic investigation of the photoinduced [6π]‐electrocyclization reaction diphenylamine and N‐methyldiphenylamine has been carried out under steady‐state time‐resolved conditions in homogeneous (cyclohexane, acetonitrile methanol) micellar solutions (sodium dodecyl sulfate ‐SDS, cetyltrimethylammonium chloride‐CTAC polyethylene glycol monododecyl ether‐Brij P35). The photolysis such compounds both micro‐heterogeneous media afforded corresponding carbazoles almost quantitative yield oxidative conditions. Furthermore, relative rate formation photoproducts increases when moving from to solution, due environmental confined hydrophobic core as highlighted by 1D 2D NMR (NOESY DOSY) spectroscopic analyses.
Язык: Английский
Процитировано
2The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(20), С. 13439 - 13454
Опубликована: Июнь 8, 2022
Direct irradiation of mono-, di-, and trisubstituted triphenylamine derivatives in acetonitrile as solvent with light 254 nm has been systematically investigated, revealing that the exo/endo carbazole were formed main photoproducts from modest to good yields for triphenylamines substituted electron-donor neutral substituents. The kinetic profiles photoreaction also recorded, consumption rate constants (k) measured. These parameters show dependence on nature substituents, linear Hammett correlations carried out showcase substituent effect. On other hand, spectroscopic behavior electron-rich analyzed, suggesting fluorescence emission spectra display a mirror image lower energy absorption bands, while those amines bearing electron-acceptor groups formation charge-transfer complexes their emissions constitute deactivation pathway photoreaction.
Язык: Английский
Процитировано
7Chemistry - A European Journal, Год журнала: 2023, Номер 30(8)
Опубликована: Ноя. 30, 2023
Carbazole is a heterocyclic motif that can be found in diverse array of natural and unnatural products displaying wide range biological physiological properties. Furthermore, this heterocycle part electronic materials like photoconducting polymers organic optoelectronic owing to its excellent photophysical characteristics. Consequently, the development synthetic strategies for carbazole scaffolds holds potential significance material fields. In regard, variety preparation methods has been developed exploit their efficient distinct formation new C-C C-heteroatom bonds under mild conditions enabling broad substrate diversity functional group tolerance. Therefore, review focuses on synthesis set derivatives describing methodologies involve direct irradiation, photosensitization, photoredox, electrochemical thermal cyclization reactions.
Язык: Английский
Процитировано
4New Journal of Chemistry, Год журнала: 2022, Номер 46(32), С. 15504 - 15520
Опубликована: Янв. 1, 2022
The photochemical reaction of sulfonate steroids in a sustainable environment was carried out successfully under steady-state conditions. Significant selectivity photoproduct formation also observed.
Язык: Английский
Процитировано
5Photochemical & Photobiological Sciences, Год журнала: 2024, Номер 23(12), С. 2269 - 2288
Опубликована: Дек. 1, 2024
Язык: Английский
Процитировано
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