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Identifier

000452070

Title

Φωτοκαταλυτικές κυκλοποιήσεις προστατευμένων 1,4-ενεδιονών εκκινούμενες από ορατό φως

Alternative Title

Photocatalytic cyclizations of masked 1,4-enediones induced by visible light

Author

Αποστολίνα, Λαμπρινή-Παναγιώτα Γ.

Thesis advisor

Βασιλικογιαννάκης, Γεώργιος

Reviewer

Στρατάκης, Μανώλης
Νεοχωρίτης, Κωνσταντίνος

Abstract

In Chapter 1 of this dissertation a brief introduction about singlet oxygen (¹Ο₂) chemistry and its synthetic usefulness is presented. Moreover, a reference is made to the methylene blue as a photosensitizer and its redox potentials, but also the basic principles of photocatalysis and its possible mechanistic pathways are depicted. Finally, the structures of butenolides and butyrolactones are described. In Chapter 2, a new and mild method for in situ butenolide synthesis starting from photooxygenated substituted furans and mediated by base or/and thiols is described, as well as its possible mechanism. The previous protocol has been merged with subsequent photocatalytic cyclizations to achieve rare multi-photocatalyst cascades affording various fused butyrolactones. Last but not least, ground state Lewis acid activity for methylene blue has been unveiled and then exploited in the synthesis of substituted cyclopentanones. In Chapter 3 all the experimental procedures for the synthesis of the starting materials and the desired final products are described thoroughly. Ιn Chapter 4 all the NMR spectroscopy data of the compounds are given.

Language

Greek, English

Subject

Cyclopentanones

Fused butyrolactones

Methylene blue

Photocatalysis, butenolides

Singlet oxygen

Βουτενολίδια

Διεγερμένο μοριακό οξυγόνο

Κυκλοπεντανόνες

Μπλε του μεθυλενίου