The slow photo-induced CO 2 release of N -phthaloylglycine.
Wiebke HaselbachOliver NoldenNadine BlaiseTom FörsterMick GindorfMathieu KippesMichelle P RademacherMatthias JantzLuuk J G W van WilderenJens BredenbeckJosef WachtveitlPeter GilchPublished in: Chemical science (2024)
Carboxylic acids and carboxylates may release CO 2 upon oxidation. The oxidation can be conducted electrochemically as in the Kolbe synthesis or by a suitable oxidant. In N -phthaloylglycine (PG), the photo-excited phthalimide chromophore acts as an oxidant. Here, the photo-kinetics of PG dissolved in acetonitrile is traced by steady-state as well as time-resolved UV/vis and IR spectroscopy. The experiments provide clear evidence that, contrary to earlier claims, the photo-induced CO 2 release is slow, i.e. it occurs on the microsecond time range. The triplet state of PG is, therefore, the photo-reactive one.