ESIPT-Mediated Photocycloadditions of 3-Hydroxyquinolinones: Development of a Fluorescence Quenching Assay for Reaction Screening

Irradiation of 1,2-dimethyl-3-hydroxyquinolinone (DMQ) leads to excited state intramolecular proton transfer (ESIPT) generating a 3-oxidoquinolinium species which undergoes [3 + 2] photocycloaddition with dipolarophiles. A parallel, fluorescence quenching assay using a microplate format has been developed to evaluate fluorescence quenching of this species with a range of dipolarophiles.

对1,2-二甲基-3-羟基喹啉酮（1,2-dimethyl-3-hydroxyquinolinone, DMQ）进行辐照，可使其发生激发态分子内质子转移（excited state intramolecular proton transfer, ESIPT），生成3-氧化喹啉鎓物种，该物种可与亲偶极体发生[3+2]光环加成反应。本研究开发了一种采用微孔板格式的平行荧光淬灭测定法，用于评估该物种与一系列亲偶极体的荧光淬灭效果。