The slow photo-induced CO2 release of N-phthaloylglycine

Wiebke Haselbach; Oliver Nolden; Nadine Blaise; Tom Förster; Mick Gindorf; Mathieu Kippes; Michelle P. Rademacher; Matthias Jantz; Luuk J. G. W. van Wilderen; Jens Bredenbeck; Josef Wachtveitl; Peter Gilch

doi:10.1039/D4SC01604A

The slow photo-induced CO₂ release of N-phthaloylglycine†

Wiebke Haselbach,‡^a Oliver Nolden,‡^a Nadine Blaise,‡^b Tom Förster,^a Mick Gindorf,^a Mathieu Kippes,^a Michelle P. Rademacher,^a Matthias Jantz,^a Luuk J. G. W. van Wilderen,

^c Jens Bredenbeck,

^c Josef Wachtveitl

^b and Peter Gilch

*^a

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* Corresponding authors

^a Institut für Physikalische Chemie, HHU Düsseldorf, Universitätsstr. 1, 40225 Düsseldorf, Germany
E-mail: gilch@hhu.de

^b Institut für Physikalische und Theoretische Chemie, Goethe Universität Frankfurt, Max-von-Laue-Str. 7, 60438 Frankfurt/Main, Germany

^c Institut für Biophysik, Goethe Universität Frankfurt, Max-von-Laue-Str. 1, 60438 Frankfurt/Main, Germany

Abstract

Carboxylic acids and carboxylates may release CO₂ 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 CO₂ release is slow, i.e. it occurs on the microsecond time range. The triplet state of PG is, therefore, the photo-reactive one.

Chemical Science

The slow photo-induced CO₂ release of N-phthaloylglycine†

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The slow photo-induced CO₂ release of N-phthaloylglycine

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