Issue 25, 2024

The slow photo-induced CO2 release of N-phthaloylglycine

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.

Graphical abstract: The slow photo-induced CO2 release of N-phthaloylglycine

Supplementary files

Article information

Article type
Edge Article
Submitted
07 Mar 2024
Accepted
09 May 2024
First published
24 May 2024
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2024,15, 9719-9732

The slow photo-induced CO2 release of N-phthaloylglycine

W. Haselbach, O. Nolden, N. Blaise, T. Förster, M. Gindorf, M. Kippes, M. P. Rademacher, M. Jantz, L. J. G. W. van Wilderen, J. Bredenbeck, J. Wachtveitl and P. Gilch, Chem. Sci., 2024, 15, 9719 DOI: 10.1039/D4SC01604A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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