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. 2023 Jan 5;28(2):549.
doi: 10.3390/molecules28020549.

Heterogeneous Photoredox Catalysis Based on Silica Mesoporous Material and Eosin Y: Impact of Material Support on Selectivity of Radical Cyclization

Nadine Mahmoud  1   2   3   4 , Jazia Awassa  1   2   3 , Joumana Toufaily  4 , Bénédicte Lebeau  2   3 , T Jean Daou  2   3 , Morgan Cormier  1 , Jean-Philippe Goddard  1
Affiliations

Heterogeneous Photoredox Catalysis Based on Silica Mesoporous Material and Eosin Y: Impact of Material Support on Selectivity of Radical Cyclization

Nadine Mahmoud et al. Molecules. .

Abstract

Heterogenization of the photocatalyst appears to be a valuable solution to reach sustainable processes. Rapid and efficient synthesis of supported photocatalyst is still a remaining challenge and the choice of the support material is crucial. The present study aims at preparing a new generation of hybrid inorganic/organic photocatalysts based on silica mesoporous material and Eosin Y. These results highlight the influence of non-covalent interactions between the material support and the reagent impacting the selectivity of the reaction.

Keywords: [2+2] cycloaddition; aza-Henry reaction; heterogeneous photoredox catalysis; hybrid organic-inorganic material; mesoporous silica material.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Organic/Inorganic heterogeneous silica-based photoredox catalyst for selective organic transformations.
Scheme 2
Scheme 2
Preparative sequence of hybrid photoredox catalysts.
Figure 1
Figure 1
Photocatalyst recycling for aza-Henry reaction.
Scheme 3
Scheme 3
Proposed mechanistic pathways.
Figure 2
Figure 2
Influence of solvent on photoreductive cyclization of 3.
Figure 3
Figure 3
Influence of porous material on photoreductive cyclization of 3 in presence of LiBr.
Figure 4
Figure 4
Influence of porous material on photoreductive cyclization of 3 in absence of LiBr.
See this image and copyright information in PMC

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