Harnessing non-covalent interactions synthesis & catalysis

Supramolecular M 12 L 24 cages for encapsulation of sulfonated photoredox catalysts

Rens Ham and Joost N.H. Reek University of Amsterdam, Netherlands

The use of visible light to drive chemical reactions is an attractive way to transform current heat-driven processes towards more sustainable ones. Therefore, in the past decade, photoredox catalysis has become an attractive methodology for chemical research. 1 Due to the facile and mild introduction of open shell species to organic molecules, new reaction intermediates and outcomes become possible. However, obtaining selective products is inherently difficult due to the radical-type reactivity and the photoredox protocol is often limited to long-lived- excited (triplet) state photocatalysts. An attractive way to ensure close proximity between photocatalyst and substrate are the use of supramolecular coordination cages. 2 In their single cavities, photocatalyst and substrate can be preorganized which may result in facilitated photoinduced electron transfer (PET) and provides a platform for more selective photoredox reactions. By exploiting the strong interaction between guanidinium and sulfonate groups, 3 sulfonated derivatives of model photocatalysts such as Ir(ppy) 3 may be encapsulated inside the cavity of M 12 L 24 -type guanidinium cages. 4 We study the binding and photophysical properties of these host–guest systems and evaluate them for photoredox decarboxylation reactions. References

1. Overman, L.E. Chem. Rev. 2022 , 122 , 1717–1751. 2. Reek, J.N.H. Chem Rev. 2023 , XXX , XXX–XXX. 3. Reek, J.N.H. Nat. Chem. 2016 , 8, 225–230. 4. Wenger, O.S. Kerzig, C. J. Am. Chem Soc. 2020 , 142 , 10468–10476.

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© The Author(s), 2023

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