Effect of Confined and Micellar Media on the Photo-Fries Reaction of 4-Phenoxyphenol Esters: A Valuable Key Step Toward the Preparation of Aryloxyethyl Selenocyanates

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 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.

Language: Английский

On the application of nanosecond laser flash photolysis to the investigation of the photoreactivity of di and triarylamines

Photochemical & Photobiological Sciences, Journal Year: 2024, Volume and Issue: 23(12), P. 2269 - 2288

Published: Dec. 1, 2024

Language: Английский