Light-Driven Photoconversion of Squaramides with Implications in Anion Transport.

ABSTRACT: Simple, clean and fast photoconversion of aniline-derived squaramides was achieved by flashlight illumination. UV irradiation enabled the photochemical squaramide ring-opening to generate 1,2-bisketenes, which DMSO trapped as the nucleophilic oxidant. The only photoproducts isolated were 3,4-arylamino maleic anhydrides, which present conformational preferences very different from those of their parent squaramides. Similar photoconversion was achieved in MeOH. The UV-mediated time-dependent anion transport inhibition was demonstrated, establishing a new approach for modulating the transport abilities of AD-squaramides.

SUBMITTER: Vega M 

PROVIDER: S-EPMC10204084 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature