Photocatalysis as Powerful Tool For Polyene Cyclizations in Supramolecular Cages

Informacje na temat projektu

PhotoCage

Identyfikator umowy o grant: 101152106

DOI

10.3030/101152106

Realizacja projektu zakończyła się 30 Czerwca 2025

Data podpisania przez KE 3 Maja 2024

Data rozpoczęcia 1 Czerwca 2024

Data zakończenia 31 Maja 2026

Finansowanie w ramach

• Marie Skłodowska-Curie Actions (MSCA)

Koszt całkowity

Brak danych

Wkład UE

€ 173 847,36

Koordynowany przez

UNIVERSITAT DES SAARLANDES
Germany

Periodic Reporting for period 1 - PhotoCage (Photocatalysis as Powerful Tool For Polyene Cyclizations in Supramolecular Cages)

Okres sprawozdawczy: 2024-06-01 do 2026-05-31

Podsumowanie kontekstu i ogólnych celów projektu

PhotoCage is based on the study of the interaction between photocatalysts and fluorinated alcohols. In this context, fluorinated alcohols are very special solvents in organic chemistry due to their extraordinary chemical and physical properties (e. g. strong H-bonding donor ability, low nucleophilicity). The combination of fluorinated alcohols with PET processes makes this strategy unique for developing new transformations. To achieve PhotoCage, 3 main research objectives were studied: (a) Design of the supramolecular cage photocatalyst and study of the interaction between them; (b) Application of the designed supramolecular cage photocatalyst to new organic reactions; (c) Study of the reaction mechanisms.
During the development of the project, we discovered that Eosin Y can disproportionate in two species (EH· and EH3·) in the presence of fluorinated solvents promoting alkene oxidation beyond their oxidation potential. As a result, different intra- and inter- alkene's functionalizations could be achieved.
Thus, this finding will allow us to explore multiple alkene functionalizations using different classes of nucleophiles.

Prace wykonane od początku projektu do końca okresu sprawozdawczego oraz najważniejsze dotychczasowe rezultaty

Work Package 1 - [WP1: Design of the supramolecular cage photocatalyst and study of the interaction between them. (Months 1-6). Discovery of the Photocatalytic Eosin Y Disproportionation as Driving Force for Terpene Cyclizations.


Work Package 2 - [Application of the designed supramolecular cage – photocatalyst to polyene cyclizations (Month 1-12)]. Development of unreactive alkene's hydrofunctionalizations.


Work Package 3 - [WP3: Mechanistic pathway establishment (months 7-12). Detection of reaction intermediates via radical trapping experiments.

Innowacyjność oraz oczekiwany potencjalny wpływ (w tym dotychczasowe znaczenie społeczno-gospodarcze i szersze implikacje społeczne projektu)

We discovered that Eosin Y can disproportionate in two species (EH· and EH3·) in the presence of fluorinated solvents promoting alkene oxidation beyond their oxidation potential. As a result, different intra- and inter- alkene's functionalizations could be achieved. Importantly, this achievement opens a new research topic within alkene functionalizations via radical chemistry due to the exclusive Markovnikov selectivity observed in comparison with traditional radical chemistry, where anti-Markovnikov is prefered.